PATENT CLAIM ANALYSIS

Application Number: 16071967
Application Type: Utility
Filing Date: 2018-07
Publication Date: 2019-01
Patent Classification: ["562", "466000"]

Abstract:
The invention relates to improved method of synthesis for Treprostinil comprising condensation reaction of the carbonyl compound having allyl, alkyl, crotyl or MEM-protected phenolic hydroxyl group, compound (4) with a hydroxyl-protected alkynol (5) to give the condensation product, compound (6). Subjecting compound (6) to oxidation, reduction, hydroxyl protection and carbonylation, cyclization reactions gave the tricyclic derivative (10). Further reactions comprising reduction, hydrogenation and deprotection of the phenolic and side-chain hydroxyl groups, wherein the sequence and choice of reagents was governed by protecting groups, gave the triol intermediate, compound (14). Cyanoalkylation at phenolic hydroxyl functionality and further hydrolysis yielded the prostacyclin compound, Treprostinil (1) and its pharmaceutically acceptable salts, having desired purity.

Claim (Index 17):
A process for the preparation of Treprostinil (1) and its pharmaceutically acceptable salts comprising:\n (a) reacting compound (4\u03b1) with compound (5) to give compound (6\u03b1) (b) oxidizing compound (6\u03b1) and asymmetrically reducing resulting compound (7\u03b1) to provide compound (8\u03b1), (c) treating compound (8\u03b1) with a hydroxyl protecting reagent to give compound (9\u03b1), which is then cyclized in presence of dicobalt octacarbonyl to yield compound (10\u03b1), deprotecting the phenolic hydroxyl group in compound (10\u03b1) to give compound (16) (d) hydrogenating compound (16) to give compound (17), which on reduction gave compound (18), and deprotection of the side-chain hydroxyl group gave compound (14), (e) treating compound (14) with halogenated acetonitrile to give compound (15), which on alkaline hydrolysis followed by acidification gave Treprostinil (1) and its pharmaceutically acceptable salts,

Metadata:
- Claim Count in Document: 26.0
- Percentile: 95.0
- Lexical Diversity: 1.775
- Patent Class: 562.0
- Transitional Phrase Type: open
- Component Type: 1
- Foreign Priority: True
- Related Applications: ['11319287', '13824210', '14223034', '10583833', '13435708']

Analysis Scores:
- 35 USC 101 Eligibility (BERT): 0.703643946489643
- 35 USC 102 Novelty (BERT): 0.5016451353851478
- Combined Prediction Score: 0.6834440653791936
- Mean Citation Score: 228.112676
- Max Citation Score: 231.08937000000003
- Similarity Product: 159.26143203766108

Labels:
- Claim Label 101: 1
- Claim Label 102: 1
- Claim Label 103: 0
- Claim Label 112: 1
- Combined Label: 1
- Label 101 Adjusted: 1

Dataset: test