PATENT CLAIM ANALYSIS

Application Number: 15876464
Application Type: Utility
Filing Date: 2018-01
Publication Date: 2018-05
Patent Classification: ["556", "415000"]

Abstract:
The present teachings relate to a functionalized silyl cyanide and synthetic methods thereof. As an example, the method may include adding a raw material silane and a cyanide source MCN in an organic solvent to produce the functionalized silyl cyanide in the absence of catalyst or in the presence of a metal salt catalyst. The functionalized silyl cyanide may be used in the reactions that classic TMSCN participates in, to synthesize important intermediates (e.g., cyanohydrin, amino alcohols and α-amino nitrile compounds), with improved reactivity and selectivity. The cyanosilyl ether resulted from the nucleophilic addition of functionalized silyl cyanide to aldehyde or ketone may undergo intramolecular reaction under appropriate conditions to transfer the functional groups on silicon onto the other parts of the product linked to silicon. Such a functional group transfer process may increase the synthesis efficiency and atom economy, as well as afford products unobtainable using traditional TMSCN.

Claim (Index 9):
Use of functionalized silyl cyanide for epoxy ring-opening reaction/functional group transfer reaction, comprising the following steps:\n reacting the functionalized silyl cyanide 1aa and an epoxy compound 12 in the presence of a catalyst I by epoxy ring-opening reaction to produce an intermediate 13; performing an intramolecular nucleophilic attack of the intermediates compound 13 under the promotion of LDA followed by a hydrolyzation mediated by hydrochloric acid to afford an alcohol compound 14; wherein, the epoxy ring-opening reaction/functional group transfer reaction comprises racemic epoxy ring-opening addition reaction/functional group transfer reaction and asymmetric epoxy ring-opening reaction/functional group transfer reaction; and the alcohol compounds 14 is in R and/or S configuration; and the process of the reaction is as shown in Scheme (VI): wherein, Z is Cl, Br; the catalyst I is used for catalyzing the nucleophilic addition reaction between the functionalized silyl cyanide 1aa and the epoxy compound 12; for the racemic epoxy ring-opening reaction/functional group transfer reaction, the catalyst is the catalyst I\u2032 as recited in  claim 3 ; and the dosage of the catalyst is 0.001-0.5 equivalent relative to the epoxy compound 12; for the asymmetric epoxy ring-opening reaction/functional group transfer reaction, the catalyst is the catalyst I\u2033 as recited in  claim 3 ; and the dosage of the catalyst is 0.001-0.5 equivalent relative to the epoxy compound 12; R 7  is selected from Me, Ph, Bn, BnCH 2 ; R 8  and R 9  are H, Me, Et, Allyl; wherein, R 8  and R 9  can be the same or different.

Metadata:
- Claim Count in Document: 15.0
- Percentile: 86.0
- Lexical Diversity: 1.60396
- Patent Class: 556.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['14547641', '14547696', '15102968', '15746646', '14609612']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.6821351927233043
- 35 USC 102 Novelty (BERT): 0.5119610817470511
- Combined Prediction Score: 0.6651177816256789
- Mean Citation Score: 257.21133999999995
- Max Citation Score: 276.37405
- Similarity Product: 191.75552355071903

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