PATENT CLAIM ANALYSIS

Application Number: 15977948
Application Type: Utility
Filing Date: 2018-05
Publication Date: 2018-12
Patent Classification: ["548", "537000"]

Abstract:
A method is provided to conveniently separate racemic (3R,4S)-3-acetamido-4-allyl-N-(tert-butyl)pyrrolidine-3-carboxamide and (3S,4R)-3-acetamido-4-allyl-N-(tert-butyl)pyrrolidine-3-carboxamide using selective crystallization with chiral carboxylic acids.

Claim (Index 43):
A process to prepare an arginase inhibitor of formula III: wherein G is H, methyl, isopropyl, sec-butyl, \u2014CH 2 CH(CH 3 ) 2 , benzyl, p-hydroxybenzyl, \u2014CH 2 OH, \u2014CH(OH)CH 3 , \u2014CH 2 -3-indoyl, \u2014CH 2 COOH, \u2014CH 2 CH 2 COOH, \u2014CH 2 C(O)NH 2 , \u2014CH 2 CH 2 C(O)NH 2 , \u2014CH 2 SH, \u2014CH 2 CH 2 SCH 3 , \u2014(CH 2 )4NH2, -(CH 2 ) 3 NHC(\u2550NH)NH 2 , or \u2014CH 2 -3-imidazoyl; said process comprising: (a) providing a compound of formula IIa: wherein the enantiomeric excess of the compound of formula IIa is greater than 80% ee; (b) adding a protecting group to the secondary amine of the compound of formula IIa to form the following compound: wherein the protecting group (Pg) is formyl, acetyl, trifluoroacetyl, benzyl, benzyloxycarbonyl, tert-butoxycarbonyl, trim ethyl silyl, 2-trim ethyl silyl-ethanesulfonyl, methoxymethyl, tri ethyl silyl, trii sopropyl silyl, tent-butyl dim ethyl silyltrityl, trityl, allyloxycarbonyl, 9-fluorenylmethyloxycarbonyl, or nitro-veratryloxycarbonyl; (c) subjecting the compound of step (b) to hydroboration conditions; (d) removing the protecting group from the compound of step (c); (e) subjecting the secondary amine of the amine compound of step (d) to an amidation reaction; and subjecting the compound of step (e) to conditions sufficient to form the compound of formula III; wherein the compound of formula III obtained in step (e) has an enantiomeric excess of greater than 80% ee.

Metadata:
- Claim Count in Document: 8.0
- Percentile: 93.0
- Lexical Diversity: 1.375
- Patent Class: 548.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: False
- Related Applications: ['13276806', '14614115', '12748745', '15111449', '15207902']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.6869369417907032
- 35 USC 102 Novelty (BERT): 0.5155351796469493
- Combined Prediction Score: 0.6697967655763277
- Mean Citation Score: 232.729944
- Max Citation Score: 242.55133
- Similarity Product: 143.83407953545094

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