(2S,4R)-4-(2-chlorophenylsulfonyl)-N-(1-cyanocyclopropyl)pyrrolidine-2-carboxamide

Base Information

Chemical Name:(2S,4R)-4-(2-chlorophenylsulfonyl)-N-(1-cyanocyclopropyl)pyrrolidine-2-carboxamide
CAS No.:1252638-10-0
Molecular Formula:C₁₅H₁₆ClN₃O₃S
Molecular Weight:353.829
Hs Code.:

Synonyms:(2S,4R)-4-(2-chlorophenylsulfonyl)-N-(1-cyanocyclopropyl)pyrrolidine-2-carboxamide

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Chemical Property of (2S,4R)-4-(2-chlorophenylsulfonyl)-N-(1-cyanocyclopropyl)pyrrolidine-2-carboxamide

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Technology Process of (2S,4R)-4-(2-chlorophenylsulfonyl)-N-(1-cyanocyclopropyl)pyrrolidine-2-carboxamide

There total 5 articles about (2S,4R)-4-(2-chlorophenylsulfonyl)-N-(1-cyanocyclopropyl)pyrrolidine-2-carboxamide 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: 85.0%

: 1252638-10-0
(2S,4R)-4-(2-chlorophenylsulfonyl)-N-(1-cyanocyclopropyl)pyrrolidine-2-carboxamide

Guidance literature:: With formic acid; at 20 ℃;

Reference yield: 80.0%

: 1252632-24-8
tert-butyl (2S,4R)-4-[(2-chlorophenyl)sulfonyl]-2-{[(1-cyanocyclopropyl)amino]carbonyl}pyrrolidine-1-carboxylate

: 1252638-10-0
(2S,4R)-4-(2-chlorophenylsulfonyl)-N-(1-cyanocyclopropyl)pyrrolidine-2-carboxamide

Guidance literature:: tert-butyl (2S,4R)-4-[(2-chlorophenyl)sulfonyl]-2-{[(1-cyanocyclopropyl)amino]carbonyl}pyrrolidine-1-carboxylate; With formic acid; at 22 ℃; for 2.5h;

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

Reference yield:

: 1-tert-butyl 2-methyl (2S)-4-[(2-chlorophenyl)sulfanyl]pyrrolidine-1,2-dicarboxylate

: 1252638-10-0
(2S,4R)-4-(2-chlorophenylsulfonyl)-N-(1-cyanocyclopropyl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 68 h / 0 - 22 °C / Inert atmosphere

2.1: water; lithium hydroxide / tetrahydrofuran / 1.5 h / 22 °C

2.3: pH 3

3.1: 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 / 0.42 h / 22 °C / Inert atmosphere

3.2: 14.5 h / Inert atmosphere

4.1: formic acid / 2.5 h / 22 °C

4.2: 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; 3-chloro-benzenecarboperoxoic acid; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.201006781