(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-(2,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxamide

HRID 1025343Notes

Reaction equation

HRID 1025343 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][C:24]([Cl:27])=[CH:23][C:22]=4[Cl:28])(=[O:20])=[O:19])[CH2:15][C@H:14]3[C:29](O)=[O:30])=[O:12])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[NH2:32][C@@H:33]([CH2:42][CH2:43][CH3:44])[C@H:34]([OH:41])[C:35]([NH:37][CH:38]1[CH2:40][CH2:39]1)=[O:36]>>[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][C:24]([Cl:27])=[CH:23][C:22]=4[Cl:28])(=[O:20])=[O:19])[CH2:15][C@H:14]3[C:29]([NH:32][C@@H:33]([CH2:42][CH2:43][CH3:44])[C:34](=[O:41])[C:35]([NH:37][CH:38]3[CH2:40][CH2:39]3)=[O:36])=[O:30])=[O:12])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 16739337(2S,3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamideHCID 68497675(2S,4R)-1-(1-(4-chlorophenyl)cyclopropanecarbonyl)-4-(2,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxylic acid

Product 1

HCID 71577894(2S,4R)-1-(1-(4-chlorophenyl)cyclopropanecarbonyl)-N-((S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl)-4-(2,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxamide

Procedure

The title compound was prepared in analogy to Example 1, using (2S,4R)-1-(1-(4-chlorophenyl)cyclopropanecarbonyl)-4-(2,4-dichlorophenylsulfonyl)pyrrolidine-2-carboxylic acid and (2S,3S)-3-amino-N-cyclopropyl-2-hydroxyhexanamide in step 1. MS (m/e)=670.11 [M+H+].

Sources & evidence

ORD record
ord-b61eb461d0614a99a1bf1374a5c752bb
Source dataset
uspto-grants-2014_05
Patent number
US08729061B2

Reaction notes

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