(2S,3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide → HCID 71576892, compound

HRID 1025344Notes

Reaction equation

HRID 1025344 reaction equation
[NH2:1][C@@H:2]([CH2:11][CH2:12][CH3:13])[C@H:3]([OH:10])[C:4]([NH:6][CH:7]1[CH2:9][CH2:8]1)=[O:5].[Cl:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2([C:24]([N:26]3[CH2:30][C@H:29]([S:31]([C:34]4[CH:39]=[CH:38][C:37]([O:40][C@@H:41]([CH3:46])[C:42]([F:45])([F:44])[F:43])=[CH:36][C:35]=4[Cl:47])(=[O:33])=[O:32])[CH2:28][C@H:27]3[C:48](O)=[O:49])=[O:25])[CH2:23][CH2:22]2)=[CH:17][CH:16]=1>>[Cl:47][C:35]1[CH:36]=[C:37]([O:40][C@@H:41]([CH3:46])[C:42]([F:45])([F:44])[F:43])[CH:38]=[CH:39][C:34]=1[S:31]([C@H:29]1[CH2:30][N:26]([C:24]([C:21]2([C:18]3[CH:19]=[CH:20][C:15]([Cl:14])=[CH:16][CH:17]=3)[CH2:22][CH2:23]2)=[O:25])[C@H:27]([C:48]([NH:1][C@@H:2]([CH2:11][CH2:12][CH3:13])[C:3](=[O:10])[C:4]([NH:6][CH:7]2[CH2:8][CH2:9]2)=[O:5])=[O:49])[CH2:28]1)(=[O:32])=[O:33]

Participants

3

Reactant 2

HCID 16739337(2S,3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamideHCID 86762445HCID 86762445, compound

Product 1

HCID 71576892HCID 71576892, compound

Procedure

The title compound was prepared in analogy to Example 1, using (2S,3S)-3-amino-N-cyclopropyl-2-hydroxyhexanamide and (2S,4R)-1-[1-(4-chloro-phenyl)-cyclopropanecarbonyl]-4-[2-chloro-4-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-benzenesulfonyl]-pyrrolidine-2-carboxylic acid in step 1. MS (m/e)=746.17 [M+H+].

Sources & evidence

ORD record
ord-1328aa9a6e274e24a1a18d129b498ece
Source dataset
uspto-grants-2014_05
Patent number
US08729061B2

Reaction notes

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