4-Chloro-2-methylthiophenol → HCID 86649020, compound

Reaction equation

[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][C@@H:9](OS(C)(=O)=O)[CH2:8][C@H:7]1[C:16](=[O:21])[NH:17][CH2:18][C:19]#[N:20])=[O:5])[CH3:2].[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([SH:29])=[C:25]([CH3:30])[CH:24]=1>>[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][C@H:9]([S:29][C:26]2[CH:27]=[CH:28][C:23]([Cl:22])=[CH:24][C:25]=2[CH3:30])[CH2:8][C@H:7]1[C:16](=[O:21])[NH:17][CH2:18][C:19]#[N:20])=[O:5])[CH3:2]

Participants

Reactant 2

HCID 5193664-Chloro-2-methylthiophenol

HCID 86649019HCID 86649019, compound

Product 1

HCID 86649020HCID 86649020, compound

Procedure

The reaction of (1R,2R,4S)-2-(cyanomethyl-carbamoyl)-4-methanesulfonyloxy-cyclopentanecarboxylic acid ethyl ester with 4-chloro-2-methyl-benzenethiol performed in analogy to example 1, step 5, yielded the title compound as a colorless solid. MS: 381.4 (M+H)+.

Sources & evidence

ORD record: ord-3c24d83490fa469a9269a37f817cc359
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07893099B2

Reaction notes

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