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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766832Generated: October 31, 2026

Trifluoroacetic acid → {(2S,3S)-2-[2-(3-amino-5-trifluoromethyl-phenylcarbamoyl)-acetylamino]-3-hydroxyhexyl}-(2,4-dimethyl-benzyl)-carbamic acid benzyl ester

https://huagongshe.com/reaction/1766832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(3-{2-[(1S,2S)-1-{[benzyloxycarbonyl-(2,4-dimethyl-benzyl)-amino]-methyl}-2-hydroxy-pentylcarbamoyl]-acetylamino}-5-trifluoromethyl-phenyl)-carbamic acid tert-butyl esterHCID 69287464—
SolventDichloromethaneHCID 6344—
Product{(2S,3S)-2-[2-(3-amino-5-trifluoromethyl-phenylcarbamoyl)-acetylamino]-3-hydroxyhexyl}-(2,4-dimethyl-benzyl)-carbamic acid benzyl esterHCID 68616642100%

Reaction Steps

The compound (3-{2-[(1S,2S)-1-{[benzyloxycarbonyl-(2,4-dimethyl-benzyl)-amino]-methyl}-2-hydroxy-pentylcarbamoyl]-acetylamino}-5-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (577 mg, 0.79 mmol) was dissolved in CH2Cl2 (12 mL) and treated with TFA (4 mL). The solution was stirred for 3 h and then concentrated in vacuo. The residue was dissolved in benzene and concentrated in vacuo; this procedure was repeated to provide {(2S,3S)-2-[2-(3-amino-5-trifluoromethyl-phenylcarbamoyl)-acetylamino]-3-hydroxyhexyl}-(2,4-dimethyl-benzyl)-carbamic acid benzyl ester (100% yield). MS found: (M+H)+=629.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230133B2
Source datasetuspto-grants-2007_06
ORD IDord-82c5232c0a694cb9b8881d7411602e45
Source noteuspto-grants-2007_06