Methanesulfonate → HCID 86649016, compound

HRID 1367462Notes

Reaction equation

[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][CH:9]([OH:11])[CH2:8][C@H:7]1[C:12](=[O:19])[NH:13][C:14]1([C:17]#[N:18])[CH2:16][CH2:15]1)=[O:5])[CH3:2].[S:20]([O-])(=[O:23])(=[O:22])[CH3:21]>>[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][CH:9]([O:11][S:20]([CH3:21])(=[O:23])=[O:22])[CH2:8][C@H:7]1[C:12](=[O:19])[NH:13][C:14]1([C:17]#[N:18])[CH2:16][CH2:15]1)=[O:5])[CH3:2]

Participants

Reactant 2

HCID 85257Methanesulfonate

HCID 66918731HCID 66918731, compound

Product 1

HCID 86649016HCID 86649016, compound

Procedure

The mixture of (1R,2R,4R) and (1R,2R,4S)-2-(1-cyano-cyclopropylcarbamoyl)-4-hydroxy-cyclopentanecarboxylic acid ethyl ester from step 2 was converted to the corresponding mesylate according to the procedure from example 1, step 4 to give (1R,2R)-2-(1-cyano-cyclopropylcarbamoyl)-4-methanesulfonyloxy-cyclopentanecarboxylic acid ethyl ester as a 2:1 mixture of epimers as a colorless solid. MS: 345.0 (M+H)+.

Sources & evidence

ORD record: ord-1b056486a2d34fcdb88bfa13d51efb79
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07893099B2

Reaction notes

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