(1R,2R,4R)-2-(3,3-Difluoro-pyrrolidine-1-carbonyl)-4-methanesulfonyloxy-cyclopentanecarboxylic acid ethyl ester → HCID 66919022, compound

HRID 1367593Notes

Reaction equation

HRID 1367593 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].[SH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=1>>[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][CH:9]([S:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][N: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

3

Reactant 2

HCID 86649034(1R,2R,4R)-2-(3,3-Difluoro-pyrrolidine-1-carbonyl)-4-methanesulfonyloxy-cyclopentanecarboxylic acid ethyl esterHCID 178418616HCID 178418616, compound

Product 1

HCID 66919022HCID 66919022, 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 2-mercaptopyridine. Light brown semi-solid (74%). MS (EI): 385.3 (M+H)+.

Sources & evidence

ORD record
ord-06ea5ac083904b32b48460d91733653c
Source dataset
uspto-grants-2011_02
Patent number
US07893099B2

Reaction notes

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