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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446989Generated: October 25, 2026

Trifluoroacetic acid → {2-[3-(Naphthalen-1-ylcarbamoyl)-hexahydro-pyrrolo[3,2-b]pyrrol-1-yl]-2-oxo-ethyl}-carbamic acid benzyl ester

https://huagongshe.com/reaction/446989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 67281528HCID 67281528—
SolventDichloromethaneHCID 6344—
Product{2-[3-(Naphthalen-1-ylcarbamoyl)-hexahydro-pyrrolo[3,2-b]pyrrol-1-yl]-2-oxo-ethyl}-carbamic acid benzyl esterHCID 67280980110.4%

Reaction Steps

A solution of 55 (400 mg, 0.69 mmol) in DCM (10 mL) was treated with TFA (3 mL) at ambient temperature. After 1 h, the solution was concentrated, diluted with EtOAc, and washed with saturated NaHCO3. The aqueous phase was back extracted with DCM and the combined organic extracts were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to afford 56 (360 mg) which was used without further purification. Mass spectrum, m/z [473.2] (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481495B2
Source datasetuspto-grants-2013_07
ORD IDord-3f438e5a824d4bb1bf79a3e3f9f252d3
Source noteuspto-grants-2013_07