m-Bromobenzenethiol → HCID 66918667, compound

HRID 1367573Notes

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]([N:18]1[CH2:22][CH2:21][C:20]([F:24])([F:23])[CH2:19]1)=[O:17])=[O:5])[CH3:2].[Br:25][C:26]1[CH:27]=[C:28]([SH:32])[CH:29]=[CH:30][CH:31]=1>>[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][C@@H:9]([S:32][C:28]2[CH:29]=[CH:30][CH:31]=[C:26]([Br:25])[CH:27]=2)[CH2:8][C@H:7]1[C:16]([N:18]1[CH2:22][CH2:21][C:20]([F:23])([F:24])[CH2:19]1)=[O:17])=[O:5])[CH3:2]

Participants

Reactant 2

HCID 80597m-Bromobenzenethiol

HCID 86649034(1R,2R,4R)-2-(3,3-Difluoro-pyrrolidine-1-carbonyl)-4-methanesulfonyloxy-cyclopentanecarboxylic acid ethyl ester

Product 1

HCID 66918667HCID 66918667, compound

Procedure

The title compound was prepared in analogy to example 68/69 step 8 using (1R,2R,4R)-2-(3,3-difluoro-pyrrolidine-1-carbonyl)-4-methanesulfonyloxy-cyclopentanecarboxylic acid ethyl ester (example 186 step 3) and 3-bromothiophenol. Colorless oil (85%). MS (EI): 464.1 (M+H)+.

Sources & evidence

ORD record: ord-623ef8ad63ea424b8f5bad9fc69a91a8
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07893099B2

Reaction notes

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