PATENT CLAIM ANALYSIS

Application Number: 15751007
Application Type: Utility
Filing Date: 2018-02
Publication Date: 2018-08
Patent Classification: ["549", "213000"]

Abstract:
Disclosed are a range of protected organoboronic acid reagents useful in the modular assembly of complex organic compounds. The reactivities of the protected organoboronic acid reagents may be varied predictably by changes to the number and identities of their substituents. Also disclosed are methods of using the protected organoboronic acid reagents in the synthesis of organic compounds.

Claim (Index 37):
A method of performing a chemical reaction represented by\n R 10 -MIDA+R 110 -T 2 \u2192R 110 \u2014R 0 -MIDA, the method comprising the step of combining a first protected organoboronic acid, represented by R 10 -MIDA, and a second protected organoboronic acid, represented by R 110 -T 2 , under conditions wherein the rate of hydrolysis of the second protected organoboronic acid is at least about two times greater than the rate of hydrolysis of the first protected organoboronic acid;\n whereby at least about 50 percent of R 10  is chemically transformed before about 10 percent of the boron of the first protected organoboronic acid R 10 -MIDA is transformed; \n wherein\n R 10 -MIDA is a compound represented by formula III \n wherein independently for each occurrence\n R 10  is a first organic group; \n B is a first boron having sp 3  hybridization; \n R 110 -T 2  is a compound represented by formula II \n wherein independently for each occurrence\n R 110  is a second organic group; \n B is a second boron having sp 3  hybridization; \n R 120  is a third organic group; \n each of R 121  and R 124  is selected from the group consisting of H, alkyl, alkenyl, alkynyl, aryl, heteroaryl, aralkyl, and heteroaralkyl; or R 121  and R 124  taken together form a substituted or unsubstituted C 1 -C 5  alkylene or C 2 -C 5  alkenylene bridge between the carbon atoms to which they are attached, wherein any substituent on the C 1 -C 5  alkylene or C 2 -C 5  alkenylene bridge is alkyl or halogen, or a 3- to 6-membered spirocyclic carbocyclic or heterocyclic ring attached to one bridging carbon atom, or a 3- to 6-membered carbocyclic or heterocyclic ring fused to two adjacent bridging carbon atoms; \n each of R 122  and R 123  is selected from the group consisting of H, alkyl, alkenyl, alkynyl, aryl, heteroaryl, aralkyl, and heteroaralkyl; \n R 121  and R 122 , together with the carbon atom to which they are attached, may form a substituted or unsubstituted cycloalkyl, heterocycloalkyl, cycloalkenyl, or heterocycloalkenyl group; or R 121  and R 122 , together with the carbon to which they are attached, may form a substituted or unsubstituted 3- to 6-membered carbocyclic or heterocyclic ring; and \n R 123  and R 124 , together with the carbon atom to which they are attached, may form a substituted or unsubstituted cycloalkyl, heterocycloalkyl, cycloalkenyl, or heterocycloalkenyl group; or R 123  and R 124 , together with the carbon to which they are attached, may form a substituted or unsubstituted 3- to 6-membered carbocyclic or heterocyclic ring; \n provided that if (i) R 121  and R 124  taken together do not form a substituted or unsubstituted C 1 -C 5  alkylene or C 2 -C 5  alkenylene bridge; and (ii) R 121  and R 122 , together with the carbon to which they are attached, do not form a substituted or unsubstituted 3- to 6-membered carbocyclic or heterocyclic ring; and (iii) R 123  and R 124 , together with the carbon to which they are attached, do not form a substituted or unsubstituted 3- to 6-membered carbocyclic or heterocyclic ring, then: \n (a) if R 120  is selected from the group consisting of methyl, isopropyl, 1-phenylethyl, 6,6-dimethylbicyclo[3.1.1]heptan-3-yl, 1-cyclohexylethyl, 2,6,6-trimethylbicyclo[3.1.1]heptan-3-yl, 1-benzyloxy-5-cyclopentyl, 2-(benzyloxy)cyclopentyl, 1,2,3,4-tetrahydronaphthalen-1-yl, 1-(4-methoxyphenyl)ethyl, 3,3-dimethylbutan-2-yl, 1-(naphthalen-1-yl)ethyl, and 1-phenylbutan-2-yl, then at least one of R 121 , R 122 , R 123 , and R 124  is not H; \n (b) if R 110  is phenyl and R 120  is methyl and R 121  is o-, m-, or p-CH 3 C 6 H 4 CH 2 \u2014, then at least one of R 122 , R 123 , and R 124  is not H; \n (c) if R 110  is phenyl and R 120  is methyl and R 122  is o-, m-, or p-CH 3 C 6 H 4 CH 2 \u2014, then at least one of R 121 , R 123 , and R 124  is not H; \n (d) if R 110  is phenyl and R 120  is benzyl and R 121  is a radical selected from the group consisting of methyl, ethyl, n-propyl, and n-butyl, then at least one of R 122 , R 123 , and R 124  is not H; and \n (e) if R 110  is phenyl and R 120  is benzyl and R 122  is a radical selected from the group consisting of methyl, ethyl, n-propyl, and n-butyl, then at least one of R 121 , R 123 , and R 124  is not H.

Metadata:
- Claim Count in Document: 65.0
- Percentile: 88.0
- Lexical Diversity: 1.62162
- Patent Class: 549.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['14035408', '15142418', '13030833', '12567443', '13669906']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.7570246203043574
- 35 USC 102 Novelty (BERT): 0.518513948958077
- Combined Prediction Score: 0.7331735531697293
- Mean Citation Score: 318.94072199999994
- Max Citation Score: 330.1366
- Similarity Product: 266.5357576891422

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 1
- Claim Label 112: 1
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test