(4R)-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide

Base Information

Chemical Name:(4R)-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide
CAS No.:1252634-04-0
Molecular Formula:C₁₇H₁₇ClF₃N₃O₄S
Molecular Weight:451.854
Hs Code.:

Synonyms:(4R)-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide

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Chemical Property of (4R)-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide

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Technology Process of (4R)-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide

There total 4 articles about (4R)-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

: 1252634-02-8
tert-butyl (2S,4R)-4-([2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl)-2-([(1-cyanocyclopropyl)amino]carbonyl)pyrrolidine-1-carboxylate

: 1252634-04-0
(4R)-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide

Guidance literature:: tert-butyl (2S,4R)-4-([2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl)-2-([(1-cyanocyclopropyl)amino]carbonyl)pyrrolidine-1-carboxylate; With formic acid; at 22 ℃; for 6.5h;

With sodium carbonate; In water; at 0 ℃; pH=9;
DOI:10.1002/anie.201006781

Reference yield: 79.0%

: 1252634-04-0
(4R)-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide

Guidance literature:

Reference yield:

: 1-tert-butyl 2-methyl (2S)-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}pyrrolidine-1,2-dicarboxylate

: 1252634-04-0
(4R)-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; lithium hydroxide / tetrahydrofuran / 2.25 h / 22 °C

1.2: pH 3

2.1: O-(1H-1,2,3-triazolo[4,5-b]pyridin-1-yl)-1,1,3,3-tetraethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 22 °C / Inert atmosphere

2.2: 13.5 h / Inert atmosphere

3.1: formic acid / 6.5 h / 22 °C

3.2: 0 °C / pH 9

With O-(1H-1,2,3-triazolo[4,5-b]pyridin-1-yl)-1,1,3,3-tetraethyluronium hexafluorophosphate; formic acid; water; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/anie.201006781