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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1367533Generated: October 26, 2026

(1S,2S,4S)-4-(4-Bromo-2-trifluoromethyl-benzenesulfonyl)-2-methoxy-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide → (1R,2R,4R)-4-(4-bromo-2-trifluoromethyl-benzenesulfonyl)-2-methoxy-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide

https://huagongshe.com/reaction/1367533

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1S,2S,4S)-4-(4-Bromo-2-trifluoromethyl-benzenesulfonyl)-2-methoxy-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amideHCID 59619475—
SolventIsopropanol heptaneHCID 21225753—
Product(1R,2R,4R)-4-(4-bromo-2-trifluoromethyl-benzenesulfonyl)-2-methoxy-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amideHCID 59619295—

Reaction Steps

Racemic (1R,2R,4R) and (1S,2S,4S)-4-(4-bromo-2-trifluoromethyl-benzenesulfonyl)-2-methoxy-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide (example 58) was subjected to chiral preparative HPLC on Chiralpak AD using heptane/isopropanol 75:25 as eluant. The title compound was eluated as the second peak. MS (EI): 495.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893099B2
Source datasetuspto-grants-2011_02
ORD IDord-a0f7f2966e5048659e1d6d138a19bd56
Source noteuspto-grants-2011_02