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

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Chemical Name:(4R)-1-{[1-(4-bromophenyl)cyclopropyl]carbonyl}-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide
CAS No.:1252637-99-2
Molecular Formula:C₂₇H₂₄BrClF₃N₃O₅S
Molecular Weight:674.923
Hs Code.:

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

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

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

There total 4 articles about (4R)-1-{[1-(4-bromophenyl)cyclopropyl]carbonyl}-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:

: 345965-52-8
1-(4-bromophenyl)cyclopropanecarboxylic acid

: 1252637-99-2
(4R)-1-{[1-(4-bromophenyl)cyclopropyl]carbonyl}-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / dichloromethane / 16 h / 22 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 22 °C / Inert atmosphere

With thionyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1002/anie.201006781

Reference yield:

: 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

: 1252637-99-2
(4R)-1-{[1-(4-bromophenyl)cyclopropyl]carbonyl}-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: formic acid / 6.5 h / 22 °C

1.2: 0 °C / pH 9

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 22 °C / Inert atmosphere

With formic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1002/anie.201006781

Reference yield:

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

: 1252637-99-2
(4R)-1-{[1-(4-bromophenyl)cyclopropyl]carbonyl}-4-{[2-chloro-4-(2,2,2-trifluoroethoxy)phenyl]sulfonyl}-N-(1-cyanocyclopropyl)-L-prolinamide

Guidance literature:: Multi-step reaction with 4 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

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 22 °C / Inert atmosphere

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; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.201006781