(2S,3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamide → HCID 71578139, compound

HRID 1025345Notes

Reaction equation

HRID 1025345 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]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=1[S:22]([C@H:25]1[CH2:29][N:28]([C:30]([C:32]2([C:35]3[CH:40]=[CH:39][C:38]([Cl:41])=[CH:37][CH:36]=3)[CH2:34][CH2:33]2)=[O:31])[C@H:27]([C:42](O)=[O:43])[CH2:26]1)(=[O:24])=[O:23]>>[Cl:14][C:15]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:16]=1[S:22]([C@H:25]1[CH2:29][N:28]([C:30]([C:32]2([C:35]3[CH:36]=[CH:37][C:38]([Cl:41])=[CH:39][CH:40]=3)[CH2:34][CH2:33]2)=[O:31])[C@H:27]([C:42]([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:43])[CH2:26]1)(=[O:24])=[O:23]

Participants

3

Reactant 2

HCID 16739337(2S,3S)-3-Amino-N-cyclopropyl-2-hydroxyhexanamideHCID 68500715HCID 68500715, compound

Product 1

HCID 71578139HCID 71578139, compound

Procedure

The title compound was prepared in analogy to Example 1, using (2S,3S)-3-amino-N-cyclopropyl-2-hydroxyhexanamide and (2S,4R)-4-(2-Chloro-4-fluoro-benzenesulfonyl)-1-[1-(4-chloro-phenyl)-cyclopropanecarbonyl]-pyrrolidine-2-carboxylic acid in step 1. MS (m/e)=652.14 [M+H+].

Sources & evidence

ORD record
ord-7142cc79936f4115b28c593f641efc56
Source dataset
uspto-grants-2014_05
Patent number
US08729061B2

Reaction notes

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