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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446957Generated: October 25, 2026

Trifluoroacetic acid → Hexahydro-pyrrolo[3,2-b]pyrrole-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester

https://huagongshe.com/reaction/446957

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHexahydro-pyrrolo[3,2-b]pyrrole-1,3,4-tricarboxylic acid 1-benzyl ester 4-tert-butyl ester 3-methyl esterHCID 67280928—
SolventDichloromethaneHCID 6344—
ProductHexahydro-pyrrolo[3,2-b]pyrrole-1,3-dicarboxylic acid 1-benzyl ester 3-methyl esterHCID 6728163384.6%

Reaction Steps

A solution of 14 (480 mg, 1.2 mmol) in DCM (10 mL) was treated with TFA (3 mL) at ambient temperature. After 75 min, the solution was concentrated, diluted with EtOAc, washed with saturated NaHCO3, brine. The aqueous washes were back extracted with DCM and the combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated to afford crude 15 (309 mg) as an orange-colored oil that was used without further purification. Mass spectrum, m/z [305.2] (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481495B2
Source datasetuspto-grants-2013_07
ORD IDord-6ef2bc5538c34524bf28d7f1f20d9a95
Source noteuspto-grants-2013_07