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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 727530Generated: November 1, 2026

Trifluoroacetic acid → alpha-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-3-(2-methylpropyl)-2-oxo-1-(2-phenylethyl)-3-pyrrolidineacetic Acid

https://huagongshe.com/reaction/727530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-Butyl alpha-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-3-(2-methylpropyl)-2-oxo-1-(2-phenylethyl)-3-pyrrolidineacetateHCID 19705454—
SolventDichloromethaneHCID 6344—
Productalpha-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-3-(2-methylpropyl)-2-oxo-1-(2-phenylethyl)-3-pyrrolidineacetic AcidHCID 1970546690%

Reaction Conditions

Temperature0 °C

Reaction Steps

Trifluoroacetic acid (2.0 mL) is added to a solution of tert-butyl α-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-3-(2-methylpropyl)-2-oxo-1-(2-phenylethyl)-3-pyrrolidineacetate (282 mg, 0.507 mmol) in CH2Cl2 (4.0 mL) at 0° C. The solution is stirred for 1 hour at 0° C. A second portion of trifluoroacetic acid (2.0 mL) is added, and the solution is stirred for 30 minutes at 0° C. and for 30 minutes at room temperature. Concentration and aqueous workup (CH2Cl2, MgSO4) to give 217 mg (90%) of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05712300
Source datasetuspto-grants-1998_01
ORD IDord-29a88d2ed1384d0fa4f9b6c2a23b4374
Source noteuspto-grants-1998_01