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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446980Generated: October 27, 2026

Cyclopropanecarbonyl chloride → 4-(2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-1-cyclopropanecarbonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/446980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarbonyl chlorideHCID 77637—
Reactant4-(2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid methyl esterHCID 67280748—
SolventDichloromethaneHCID 6344—
Product4-(2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-1-cyclopropanecarbonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid methyl esterHCID 6728230199.5%

Reaction Steps

A solution of 27 (500 mg, 1.22 mmol) in DCM (10 mL) was cooled to 0° C. and treated with TEA (0.26 mL, 1.83 mmol) and cyclopropanecarbonyl chloride (0.13 mL, 1.46 mmol). After 2 h, the reaction mixture was diluted with DCM, washed successively with 1M HCl, and brine, dried over anhydrous Na2SO4, filtered and concentrated to afford 44 (580 mg) as a pale yellow-colored foam that was used without further purification. Mass spectrum, m/z [478.6] (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481495B2
Source datasetuspto-grants-2013_07
ORD IDord-9607fb9ca73d467ea7d81e9a1b6be7c6
Source noteuspto-grants-2013_07