(2S,3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide → (2S,4R)-1-(1-(4-chlorophenyl)cyclopropanecarbonyl)-N-((S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl)-4-(2-(trifluoromethyl)phenylsulfonyl)pyrrolidine-2-carboxamide

HRID 1025341Notes

Reaction equation

HRID 1025341 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:11]([N:13]3[CH2:17][C@H:16]([S:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:27]([F:30])([F:29])[F:28])(=[O:20])=[O:19])[CH2:15][C@H:14]3[C:31]([OH:33])=O)=[O:12])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[NH2:34][C@@H:35]([CH2:44][CH2:45][CH3:46])[C@H:36]([OH:43])[C:37]([NH:39][CH:40]1[CH2:42][CH2:41]1)=[O:38]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:11]([N:13]3[CH2:17][C@H:16]([S:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[C:27]([F:28])([F:29])[F:30])(=[O:19])=[O:20])[CH2:15][C@H:14]3[C:31]([NH:34][C@@H:35]([CH2:44][CH2:45][CH3:46])[C:36](=[O:43])[C:37]([NH:39][CH:40]3[CH2:42][CH2:41]3)=[O:38])=[O:33])=[O:12])[CH2:9][CH2:10]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 16739337(2S,3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamideHCID 68499060(2S,4R)-1-[1-(4-chloro-phenyl)-cyclopropanecarbonyl]-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid

Product 1

HCID 71577389(2S,4R)-1-(1-(4-chlorophenyl)cyclopropanecarbonyl)-N-((S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl)-4-(2-(trifluoromethyl)phenylsulfonyl)pyrrolidine-2-carboxamide

Procedure

The title compound was prepared in analogy to Example 1, using (2S,4R)-1-[1-(4-chloro-phenyl)-cyclopropanecarbonyl]-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid and (2S,3S)-3-amino-N-cyclopropyl-2-hydroxyhexanamide in step 1. MS (m/e)=668.18 [M+H+].

Sources & evidence

ORD record
ord-e09aa824b8054612957635aeb479ab42
Source dataset
uspto-grants-2014_05
Patent number
US08729061B2

Reaction notes

Loading…