Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976974Generated: November 1, 2026

Trifluoroacetic acid → 4-[[(2-chloro-5-cyanophenyl)carbonyl]amino]-L-phenylalanine methyl ester

https://huagongshe.com/reaction/1976974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant4-[(2-chloro-5-cyanophenylcarbonyl)amino]-N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine methyl esterHCID 53910072—
SolventDichloromethaneHCID 6344—
Product4-[[(2-chloro-5-cyanophenyl)carbonyl]amino]-L-phenylalanine methyl esterHCID 54193392100.2%

Reaction Steps

To a solution of 4-[(2-chloro-5-cyanophenylcarbonyl)amino]-N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine methyl ester (1.2 mmol, 0.55 g) in dichloromethane (12 mL) was added trifluoroacetic acid (3 mL) at room temperature. The reaction mixture was stirred for 15 hr at room temperature at which time TLC analysis of the mixture indicated the absence of starting material. The solvent was removed under vacuum and the residue was azeotrophed with toluene (2×10 mL) and dried under high vacuum to afford 0.43 g (100%) of an yellow solid. HR MS: Obs. mass, 358.0963. Calcd. mass, 358.0959 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06229011B1
Source datasetuspto-grants-2001_05
ORD IDord-f0d41b6589934394b4a2b6e72965d30c
Source noteuspto-grants-2001_05