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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 568083Generated: October 27, 2026

Trifluoroacetic acid → (S)-2-amino-3-(4-benzyloxy-phenyl)-N-tert-butyl-propionamide

https://huagongshe.com/reaction/568083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(S)-[2-(4-benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethyl]-carbamic acid tert-butyl esterHCID 15517726—
SolventDichloromethaneHCID 6344—
Product(S)-2-amino-3-(4-benzyloxy-phenyl)-N-tert-butyl-propionamideHCID 1551772791.3%

Reaction Steps

A solution of (S)-[2-(4-benzyloxy-phenyl)-1-tert-butylcarbamoyl-ethyl]-carbamic acid tert-butyl ester (6.0 g, 14.1 mmol, Example 1, Step A) in CH2Cl2 (28 mL) was treated with trifluoroacetic acid (28 mL). The resulting solution was stirred for 20 minutes and then concentrated. The residue was diluted with EtOAc (300 mL), washed with saturated bicarbonate solution (2×300 mL) and brine (300 mL), dried over Na2SO4, and concentrated to give 4.2 g (91%) of (S)-2-Amino-3-(4-benzyloxy-phenyl)-N-tert-butyl-propionamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06180677B2
Source datasetuspto-grants-2001_01
ORD IDord-bdefb3e5205740d2a9e0720eaa453594
Source noteuspto-grants-2001_01