bluuebunny/crossref_metadata_2025_split huggingface dataset:
N‐glycosylation and biological activity of recombinant human alpha1‐antitrypsin expressed in a novel human neuronal cell line
Authors: Blanchard Véronique , Liu Xi , Eigel Susann , Kaup Matthias , Rieck Silke , Janciauskiene Sabina , Sandig Volker , Marx Uwe , Walden Peter , Tauber Rudolf , Berger Markus 
Published: April 2011

AbstractHuman alpha‐1‐antitrypsin (A1AT) is a protease inhibitor that is involved in the protection of lungs from neutrophil elastase enzyme that drastically modifies tissue functioning. The glycoprotein consists of 394 amino acids and is N‐glycosylated at Asn‐46, Asn‐83, and Asn‐247. A1AT deficiency is currently treated with A1AT that is purified from human serum. In view of therapeutic applications, rA1AT was produced using a novel human neuronal cell line (AGE1.HN®) and we investigated the N‐glycosylation pattern as well as the in vitro anti‐inflammatory activity of the recombinant glycoprotein. rA1AT (300 mg/L) was biologically active as analyzed using elastase assay. The N‐glycan pool, released by PNGase F digestion, was characterized using 2D‐HPLC, MALDI‐TOF mass spectrometry, and by exoglycosidase digestions. A total of 28 N‐glycan structures were identified, ranging from diantennary to tetraantennary complex‐type N‐glycans. Most of the N‐glycans were found to be (α1–6) core‐fucosylated and part of them contain the Lewis X epitope. The two major compounds are a monosialylated diantennary difucosylated glycan and a disialylated diantennary core‐fucosylated glycan, representing 25% and 18% of the total N‐glycan pool, respectively. Analysis of the site‐specificity revealed that Asn‐247 was mainly occupied by diantennary N‐glycans whereas Asn‐46 was occupied by di‐, and triantennary N‐glycans. Asn‐83 was exclusively occupied by sialylated tri‐ and tetraantennary N‐glycans. Next, we evaluated the anti‐inflammatory activity of rA1AT using A1AT purified from human serum as a reference. rA1AT was found to inhibit the production of TNF‐α in neutrophils and monocytes as commercial A1AT does. Biotechnol. Bioeng. 2011;108:2118–2128. © 2011 Wiley Periodicals, Inc.
Autophagy and apoptosis of recombinant Chinese hamster ovary cells during fed‐batch culture: Effect of nutrient supplementation
Authors: Han Young Kue , Ha Tae Kwang , Lee So Jeong , Lee Jae Seong , Lee Gyun Min 
Published: April 2011

AbstractUpon nutrient depletion during recombinant Chinese hamster ovary (rCHO) cell batch culture, cells are subjected to apoptosis, type I programmed cell death (PCD), and autophagy which can be type II PCD or a cell survival mechanism. To investigate the effect of nutrient supplementation on the two PCDs and protein production in rCHO cells, an antibody‐producing rCHO cell line was cultivated in batch and fed‐batch modes. The feed medium containing glucose, amino acids, and vitamins was determined through flask culture tests and used in bioreactor cultures. In the bioreactor cultures, the nutrient feedings extended the culture longevity and enhanced antibody production. In addition, cells in the fed‐batch culture showed delayed onset of both apoptosis and autophagy, compared with those in the batch culture. The inhibition of apoptosis was demonstrated by a decreased amount of cleaved caspase‐7 protein and less fragmentation of chromosomal DNA. Concurrently, reduced LC3 conversion, from LC3‐I to LC3‐II, was observed in cells that received the feeds. Cultivation with pharmacological autophagy inducer (rapamycin) or inhibitor (bafilomycin A1) indicated that autophagy is necessary for the cells to survive under nutrient depletion. Taken together, the delayed and relieved cell death by nutrient supplementation could improve antibody production. Biotechnol. Bioeng. 2011;108:2182–2192. © 2011 Wiley Periodicals, Inc.
The PiggyBac transposon enhances the frequency of CHO stable cell line generation and yields recombinant lines with superior productivity and stability
Authors: Matasci Mattia , Baldi Lucia , Hacker David L. , Wurm Florian M. 
Published: April 2011

AbstractGenerating stable, high‐producing mammalian cell lines is a major bottleneck in the manufacture of recombinant therapeutic proteins. Conventional gene transfer methods for cell line generation rely on random plasmid integration, resulting in unpredictable and highly variable levels of transgene expression. As a consequence, a large number of stably transfected cells must be analyzed to recover a few high‐producing clones. Here we present an alternative gene transfer method for cell line generation based on transgene integration mediated by the piggyBac (PB) transposon. Recombinant Chinese hamster ovary (CHO) cell lines expressing a tumor necrosis factor receptor:Fc fusion protein were generated either by PB transposition or by conventional transfection. Polyclonal populations and isolated clonal cell lines were characterized for the level and stability of transgene expression for up to 3 months in serum‐free suspension culture. Pools of transposed cells produced up to fourfold more recombinant protein than did the pools generated by standard transfection. For clonal cell lines, the frequency of high‐producers was greater following transposition as compared to standard transfection, and these clones had a higher volumetric productivity and a greater number of integrated transgenes than did those generated by standard transfection. In general, the volumetric productivity of the cell pools and individual cell lines generated by transposition was stable for up to 3 months in the absence of selection. Our results indicate that the PB transposon supports the generation of cell lines with high and stable transgene expression at an elevated frequency relative to conventional transfection. Thus, PB‐mediated gene delivery is expected to reduce the extent of recombinant cell line screening. Biotechnol. Bioeng. 2011;108:2141–2150. © 2011 Wiley Periodicals, Inc.
Electrostatic Barriers in Rotaxanes and Pseudorotaxanes
Authors: Hmadeh Mohamad , Fahrenbach Albert C. , Basu Subhadeep , Trabolsi Ali , Benítez Diego , Li Hao , Albrecht‐Gary Anne‐Marie , Elhabiri Mourad , Stoddart J. Fraser 
Published: April 2011

AbstractThe ability to control the kinetic barriers governing the relative motions of the components in mechanically interlocked molecules is important for future applications of these compounds in molecular electronic devices. In this Full Paper, we demonstrate that bipyridinium (BIPY2+) dications fulfill the role as effective electrostatic barriers for controlling the shuttling and threading behavior for rotaxanes and pseudorotaxanes in aqueous environments. A degenerate [2]rotaxane, composed of two 1,5‐dioxynaphthalene (DNP) units flanking a central BIPY2+ unit in the dumbbell component and encircled by the cyclobis(paraquat‐p‐phenylene) (CBPQT4+) tetracationic cyclophane, has been synthesized employing a threading‐followed‐by‐stoppering approach. Variable‐temperature 1H NMR spectroscopy reveals that the barrier to shuttling of the CBPQT4+ ring over the central BIPY2+ unit is in excess of 17 kcal mol−1 at 343 K. Further information about the nature of the BIPY2+ unit as an electrostatic barrier was gleaned from related supramolecular systems, utilizing two threads composed of either two DNP units flanking a central BIPY2+ moiety or a central DNP unit flanked by a BIPY2+ moiety. The threading and dethreading processes of the CBPQT4+ ring with these compounds, which were investigated by spectrophotometric techniques, reveal that the BIPY2+ unit is responsible for affecting both the thermodynamics and kinetics of pseudorotaxane formation by means of an intramolecular self‐folding (through donor–acceptor interactions with the DNP unit), in addition to Coulombic repulsion. In particular, the free energy barrier to threading (Δ) of the CBPQT4+ for the case of the thread composed of a DNP flanked by two BIPY2+ units was found to be as high as 21.7 kcal mol−1 at room temperature. These results demonstrate that we can effectively employ the BIPY2+ unit to serve as electrostatic barriers in water in order to gain control over the motions of the CBPQT4+ ring in both mechanically interlocked and supramolecular systems.
Aerobic Reduction of Olefins by In Situ Generation of Diimide with Synthetic Flavin Catalysts
Authors: Imada Yasushi , Iida Hiroki , Kitagawa Takahiro , Naota Takeshi 
Published: April 2011

AbstractA versatile reducing agent, diimide, can be generated efficiently by the aerobic oxidation of hydrazine with neutral and cationic synthetic flavin catalysts 1 and 2. This technique provides a convenient and safe method for the aerobic reduction of olefins, which proceeds with 1 equiv of hydrazine under an atmosphere of O2 or air. The synthetic advantage over the conventional gas‐based method has been illustrated through high hydrazine efficiency, easy and safe handling, and characteristic chemoselectivity. Vitamin B2 derivative 6 acts as a highly practical, robust catalyst for this purpose because of its high availability and recyclability. Association complexes of 1 b with dendritic 2,5‐bis(acylamino)pyridine 15 exhibit unprecedented catalytic activities, with the reduction of aromatic and hydroxy olefins proceeding significantly faster when a higher‐generation dendrimer is used as a host pair for the association catalysts. Contrasting retardation is observed upon similar treatment of non‐aromatic or non‐hydroxy olefins with the dendrimer catalysts. Control experiments and kinetic studies revealed that these catalytic reactions include two independent, anaerobic and aerobic, processes for the generation of diimide from hydrazine. Positive and negative dendrimer effects on the catalytic reactions have been ascribed to the specific inclusion of hydrazine and olefinic substrates into the enzyme‐like reaction cavities of the association complex catalysts.
Electron‐Rich Iron/Ruthenium Arylalkynyl Complexes for Third‐Order Nonlinear Optics: Redox‐Switching between Three States
Authors: Gauthier Nicolas , Argouarch Gilles , Paul Frédéric , Toupet Loic , Ladjarafi Abdelkader , Costuas Karine , Halet Jean‐François , Samoc Marek , Cifuentes Marie P. , Corkery T. Christopher , Humphrey Mark G. 
Published: April 2011

AbstractThe new [(η2‐dppe)(η5‐C5Me5)Fe(CC‐1,4‐C6H4CC)Ru(η2‐dppe)2CC(C6H5)] complex (3‐H) and its hexanuclear relative [{(η2‐dppe)(η5‐C5Me5)Fe(CC‐1,4‐C6H4‐CC)Ru(η2‐dppe)2(CC‐1,4‐C6H4CC)3(1,3,5‐C6H3)] (4) have been synthesized and characterized. The linear and cubic nonlinear optical properties of these compounds in their various redox states have been studied along with those of the analogous complexes [(η2‐dppe)(η5‐C5Me5)Fe(CC‐1,4‐C6H4CC)Ru(η2‐dppe)2R][PF6]n (n=0–2; R=Cl, 2‐Cl; R=CC(4‐C6H4NO2), 3‐NO2). We show that molecules exhibiting large third‐order nonlinearities can be obtained by assembling such dinuclear Fe/Ru units around a central 1,3,5‐substituted C6H3 core. These data are discussed with a particular emphasis on the large changes in their nonlinear (third‐order) optical properties brought about by oxidation. Experimental and computational (DFT) evidence for the electronic structures of these compounds in their various redox states is presented using 3‐Hn+ as a prototypical model. Single crystals of this complex in its mono‐oxidized state (3‐H[PF6]) provide the first structural data for such carbon‐rich FeIII/RuII heteronuclear mixed‐valent (MV) systems. Although experimental evidence for the structure of the dioxidized states was more difficult to obtain, the theoretical study reveals that 3‐H2+ can be considered to have a biradical structure with two independent spins. The low‐lying absorptions that appear in the near‐infrared (NIR) range for all these compounds following oxidation correspond to intervalence charge‐transfer (IVCT) bands for the mono‐oxidized states and to ligand‐to‐metal charge‐transfer (LMCT) transitions for the dioxidized states. These play a crucial role in the strong optical modulation achieved. The possibility of accessing additional states with distinct linear or nonlinear optical properties is also briefly discussed.
ChemInform Abstract: The Dinitrogen‐Ligated Triaurum Cation, Aurodiazenylium, Auronitrenium, Auroammonia, and Auroammonium.
Authors: Liang Xinghua , Wu Xia , Dong Ting , Qin Zhengbo , Tan Kai , Lu Xin , Tang Zichao 
Published: April 2011

AbstractA series of Au/N binary cluster cations, [AuN4]+, [AunN2n+1]+ (n = 2—4), and [Au3N6]+ are obtained by reactive collision of N2 with laser‐vaporized gold clusters and characterized by mass spectrometry and DFT calculations at the B3LYP/DZP and B3LYP/TZP levels of theory.
ChemInform Abstract: The Tunnel Manganese Oxide Na4.32Mn9O18: A New Na+ Site Discovered by Single‐Crystal X‐Ray Diffraction.
Authors: Chu Qingxin , Wang Xiaofeng , Li Qiliang , Liu Xiaoyang 
Published: April 2011

AbstractThe title compound is synthesized from a mixture of Mn2O3 and NaCl in a 1:20 molar ratio (alumina crucible, 1123 K, 12 h).
ChemInform Abstract: Synthesis and Thermoelectric Properties of the PbSe1‐xTex Alloys.
Authors: Li J. Q. , Li S. P. , Wang Q. B. , Wang L. , Liu F. S. , Ao W. Q. 
Published: April 2011

AbstractTitle alloys with x = 0.2, 0.3, 0.5, 0.85, and 1.0 are prepared by ball milling of PbSe and PbTe precursors which are obtained by high‐frequency induction melting of the elements.
ChemInform Abstract: Antiferromagnetism in a Technetium Oxide. Structure of CaTcO3.
Authors: Avdeev Maxim , Thorogood Gordon J. , Carter Melody L. , Kennedy Brendan J. , Ting Jimmy , Singh David J. , Wallwork Kia S. 
Published: April 2011

AbstractThe title compound is prepared by solid state reaction of NH4TcO4 and Ca(NO3)2 (flowing Ar, 700 °C, 1 h).
ChemInform Abstract: Synthesis, Structures and Photocatalytic Activities of Microcrystalline ABi2Nb2O9 (A: Sr, Ba) Powders.
Authors: Wu Weiming , Liang Shijing , Wang Xiaowei , Bi Jinhong , Liu Ping , Wu Ling 
Published: April 2011

AbstractMicrocrystalline powders of the title compounds are prepared by a citrate complex method starting with an aqueous solution of NH4H2[NbO(C2O4)3], M(NO3)2 (M: Sr, Ba), and Bi(NO3)3, citric acid, H2O2, and HNO3 (pH 6.5 adjusted with NH3, 65 °C, 1 h).
ChemInform Abstract: Crystal Growth of the Intermetallic Compound Nd2PdSi3.
Authors: Xu Y. , Loeser W. , Tang F. , Blum C. G. F. , Liu L. , Buechner B. 
Published: April 2011

AbstractSingle crystals of Nd2PdSi3 are grown for the first time by a vertical floating zone method with radiation heating.
ChemInform Abstract: (Z)‐Selective Hydroamidation of Terminal Alkynes with Secondary Amides and Imides Catalyzed by a Ru/Yb‐System.
Authors: Buba Annette E. , Arndt Matthias , Goossen Lukas J. 
Published: April 2011

AbstractA new method for the selective formation of (Z)‐configurated enamides and enimides is reported.
ChemInform Abstract: Indium(I)‐Catalyzed Alkyl—Allyl Coupling Between Ethers and an Allylborane.
Authors: Dao Hai Thanh , Schneider Uwe , Kobayashi Shu 
Published: April 2011

AbstractThe alkyl—allyl coupling reaction of methyl ethers (I) with 9‐BBN‐derived allylborane (II) proceeds readily in the presence of indium(I) triflate as catalyst.
ChemInform Abstract: Highly Stereoselective Trichloromethylation of N‐(tert‐Butylsulfinyl)aldimines: Facile Synthesis of Chiral α‐Trichloromethylamines.
Authors: Li Ya , Cao Yunlv , Gu Jiaying , Wang Wei , Wang Han , Zheng Tao , Sun Zhihua 
Published: April 2011

AbstractVarious (N‐tert‐butylsulfinyl)aldimines (I) are converted into the corresponding sulfinimides (III) with high diastereoselectivity using tetrabutylammonium triphenyldifluorosilicate as a mediator.
ChemInform Abstract: Preparation of Allenephosphoramide and Its Utility in the Preparation of 4,9‐Dihydro‐2H‐benzo[f]isoindoles.
Authors: Yin Guangwei , Zhu Yuanxun , Zhang Li , Lu Ping , Wang Yanguang 
Published: April 2011

AbstractA variety of allenephosphoramides is directly synthesized from phosphoramides and propargyl alcohols using Yb(OTf)3 as catalyst.
ChemInform Abstract: Stereospecific Cross‐Coupling of Secondary Alkyl β‐Trifluoroboratoamides.
Authors: Sandrock Deidre L. , Jean‐Gerard Ludivine , Chen Cheng‐yi , Dreher Spencer D. , Molander Gary A. 
Published: April 2011

AbstractCross coupling of non‐benzylic secondary alkyl trifluoroboratoamides (I) and (IV) with aryl halides is described.
ChemInform Abstract: An Efficient Synthesis of 3‐Substituted 3H‐isobenzofuran‐1‐ylidenamines by the Reaction of 2‐Cyanobenzaldehydes with Organolithiums and Their Conversion into Isobenzofuran‐1(3H)‐ones.
Authors: Kobayashi Kazuhiro , Matsumoto Kota , Konishi Hisatoshi 
Published: April 2011

AbstractGrignard reagents are inapplicable due to their ability to add to the nitrile group.
ChemInform Abstract: Pd(II)‐Catalyzed Carbonylation of C(sp3)—H Bonds: A New Entry to 1,4‐Dicarbonyl Compounds.
Authors: Yoo Eun Jeong , Wasa Masayuki , Yu Jin‐Quan 
Published: April 2011

AbstractA novel protocol to effect carbonylation of C(sp3)—H bonds under 1 atm CO is found to be effective with substrates containing α‐hydrogen atoms and could be applied to effect methylene C(sp3)—H carbonylation of cyclopropanes.
ChemInform Abstract: Reductive Cyclization of 3‐Cyanomethyloxindoles to Hexahydro‐2‐oxopyrrolo[2,3‐b]indoles with Lithium Aluminum Hydride.
Authors: Shinada Masashi , Aihara Yoshiyuki , Takiguchi Satoshi , Ban Naoko , Higuchi Kazuhiro , Kawasaki Tomomi 
Published: April 2011

AbstractThe title reaction leads to the formation of 2‐oxopyrroloindole derivatives [cf.
ChemInform Abstract: Vinyltetrazoles: Part 1. Synthesis of NH‐Unsubstituted 5‐Vinyltetrazole.
Authors: Ostrovskii V. A. , Aleshunin P. A. , Zubarev V. Yu. , Popova E. A. , Pavlyukova Yu. N. , Shumilova E. A. , Trifonov R. E. , Artamonova T. V. 
Published: April 2011

AbstractA new procedure for the synthesis of 5‐vinyltetrazole (III) is developed.
ChemInform Abstract: Heck Reactions in 2,6‐Diaryl‐3,5‐dibromo‐4‐pyrones in the Presence of N,N′‐Dibutylbenzimidazolium Bromide.
Authors: Ghasemi Zarrin , Nazari‐Belvirdi Vahideh , Allahvirdinasab Maryam , Shahrisa Aziz 
Published: April 2011

AbstractDBBIB is the ligand of choice in the PdCl2‐Catalyzed Heck reaction.
ChemInform Abstract: Gold Nanoparticles Supported on TiO2 Catalyze the Cycloisomerization/Oxidative Dimerization of Aryl Propargyl Ethers.
Authors: Efe Christina , Lykakis Ioannis N. , Stratakis Manolis 
Published: April 2011

AbstractThe gold‐catalyzed cycloisomerization of propargyl ethers (I) is accompanied by an oxidative dimerization reaction to afford mixtures of chromenes (II) and dimeric by‐products (III).
ChemInform Abstract: Radical Intramolecular Arylation of Pyridinium Salts: A Straightforward Entry to 7‐Hydroxypyrido[2,1‐a]isoquinolinylium Salts.
Authors: Castillo Rafael R. , Burgos Carolina , Vaquero Juan J. , Alvarez‐Builla Julio 
Published: April 2011

AbstractThe preparation of a series of compounds containing a hydroxyquinolizinium fragment fused to a benzene ring starts from the appropriate pyridinium salt, and proceeds through an aryl radical cyclization onto the pyridinium part.
ChemInform Abstract: Regioselective Synthesis of Annulated Quinoline and Pyridine Derivatives by Silver‐Catalyzed 6‐endo‐dig Cycloisomerization.
Authors: Majumdar K. C. , Nandi Raj Kumar , Ganai Sintu , Taher Abu 
Published: April 2011

AbstractSubstituted propargylic amines (I), (III) and (V) react under conditions A) to afford pyridoannulated heterocycles in good yields.
ChemInform Abstract: Direct Oxidative Conversion of Aldehydes into 2‐Substituted 1,4,5,6‐Tetrahydropyrimidines Using Molecular Iodine or 1,3‐Diiodo‐5,5‐dimethylhydantoin.
Authors: Takahashi Shogo , Togo Hideo 
Published: April 2011

AbstractVarious aromatic and aliphatic aldehydes (I) react efficiently with 1,3‐propanediamines in the presence of I2 or DIH furnishing tetrahydropyrimidines in good to excellent yields.
ChemInform Abstract: Iridium‐Catalyzed Arene ortho‐Silylation by Formal Hydroxyl‐Directed C—H Activation.
Authors: Simmons Eric M. , Hartwig John F. 
Published: April 2011

AbstractA variety of aryl ketones, benzaldehyde and benzylic alcohol derivatives smoothly undergo Ir‐catalyzed ortho‐silylation with H2SiEt2 followed by Ir‐catalyzed dehydrogenative cyclization to give benzoxasilole derivatives in good yields.
ChemInform Abstract: Metal‐Free Hydrophosphanation of 1‐Vinylimidazoles with Secondary Phosphanes: A Straightforward Atom‐Economic Route to Tertiary Phosphanes with Imidazolyl Substituents.
Authors: Trofimov Boris A. , Malysheva Svetlana F. , Parshina Lidiya N. , Gusarova Nina K. , Belogorlova Nataliya A. 
Published: April 2011

AbstractFree radical addition of secondary phosphanes to 1‐vinylimidazoles proceeds under UV irradiation or in the presence of AIBN to give the anti‐Markovnikov adducts regioselectively.
ChemInform Abstract: Highly Regioselective Hydroselenation and Double‐Bond Isomerization of Terminal Alkynes with Benzeneselenol Catalyzed by Bis(triphenylphosphine)palladium(II) Dichloride.
Authors: Ozaki Toshiya , Kotani Mao , Kusano Hiroki , Nomoto Akihiro , Ogawa Akiya 
Published: April 2011

AbstractTreatment of terminal alkynes with PhSeH in the presence of PdCl2(PPh3)2 allows new access to internal alkenyl selenides via sequential addition and double bond isomerization.
ChemInform Abstract: Studies on Tellurium‐Containing Heterocycles. Part. 29. Tin—Tellurium Exchange Reaction in Tin‐Containing Heterocycles: A New Entry for the Preparation of Tellurium Heterocycles.
Authors: Sashida Haruki , Kaname Mamoru , Ohyanagi Kazuo 
Published: April 2011

AbstractBenzo[b]tellurophene, 1H‐isotellurochromene and benzotellurepines are synthesized by a simple tin—tellurium replacement reaction from the corresponding five‐, six‐ and seven‐membered tin‐containing heterocycles.
ChemInform Abstract: Nucleophilic Phosphine‐Catalyzed Iodocyclization of Isoprenoids Bearing an Oxygen Terminal Group.
Authors: Sakakura Akira , Shomi Gakujun , Ukai Atsushi , Ishihara Kazuaki 
Published: April 2011

AbstractTbs‐ether of homogeraniol and Tbs‐ester of homogeranic acid are successfully converted to the corresponding iodopolycyclic products in the presence of a catalytic amount of triphenylphosphine with complete diastereoselectivity.
ChemInform Abstract: Rumphellclovane B, a Novel Clovane Analogue from the Gorgonian Coral Rumphella antipathies.
Authors: Chung Hsu‐Ming , Hwang Tsong‐Long , Chen Yung‐Husan , Su Jui‐Hsin , Lu Mei‐Chin , Chen Jih‐Jung , Li Jan‐Jung , Fang Lee‐Shing , Wang Wei‐Hsien , Sung Ping‐Jyun , et al. et al. 
Published: April 2011

AbstractIsolation and structure elucidation of title sesquiterpenoid (I) and the natural clovane (II) are described.
ChemInform Abstract: An Enantioselective Synthesis of the Resorcylic Acid Lactone L‐783,277 via Addition of an Acetylide Anion to a Tethered Weinreb Amide.
Authors: Lin Andrew , Willis Anthony C. , Banwell Martin G. 
Published: April 2011

AbstractThe resorcylic acid lactone L‐783,277 (V), a potent and irreversible inhibitor of nitrogen‐activated protein kinase, is prepared via macrocyclization of alkyne (II) followed by a Lindlar‐type hydrogenation and a subsequent deprotection of compound (IV) with BCl3 as key steps.
ChemInform Abstract: 4‐Hydroxy‐2‐quinolones. Part 180. Synthesis, Chemical Reactions, and Analgesic Activity of 1‐Allyl‐4‐hydroxy‐6,7‐dimethoxy‐2‐oxo‐1,2‐dihydroquinoline‐3‐carboxylic Acid Alkylamides.
Authors: Ukrainets I. V. , Mospanova E. V. , Davidenko A. A. , Shishkina S. V. 
Published: April 2011

AbstractAmidation of the corresponding dihydroquinolinecarboxylic acid methyl ester affords alkylamides like (I).