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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446977Generated: October 27, 2026

Trifluoroacetic acid → 4-(2-Amino-2-cyclohexyl-acetyl)-3-phenylcarbamoyl-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/446977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant4-(2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-3-phenylcarbamoyl-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl esterHCID 67281486—
SolventDichloromethaneHCID 6344—
Product4-(2-Amino-2-cyclohexyl-acetyl)-3-phenylcarbamoyl-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl esterHCID 6728091995.4%

Reaction Steps

A solution of 39 (460 mg, 0.76 mmol) in DCM (10 mL) was cooled to 0° C. and treated with TFA (4 mL). After 2 h, the solution was concentrated, diluted with EtOAc and washed with saturated aqueous NaHCO3, brine, dried over anhydrous Na2SO4, filtered and concentrated to afford 40 (366 mg) as a pale yellow-colored foam that was used without further purification. Mass spectrum, m/z [505.5] (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481495B2
Source datasetuspto-grants-2013_07
ORD IDord-13f7ceb41fa74ebd820ea7fa82aa3abe
Source noteuspto-grants-2013_07