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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333455Generated: October 30, 2026

Trifluoroacetic acid → ethyl 1-[(R)-2-amino-3-(4-methoxyphenyl)propionyl]-4-cyclohexylpiperidine-4-carboxylate trifluoroacetate

https://huagongshe.com/reaction/333455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactantethyl 1-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)propionyl]-4-cyclohexylpiperidine-4-carboxylateHCID 66987792—
SolventDichloromethaneHCID 6344—
Productethyl 1-[(R)-2-amino-3-(4-methoxyphenyl)propionyl]-4-cyclohexylpiperidine-4-carboxylate trifluoroacetateHCID 6698801878%

Reaction Steps

To 10 g (19.4 mmol) of ethyl 1-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxyphenyl)-propionyl]-4-cyclohexylpiperidine-4-carboxylate (cf. preparation 19-1) in 80 mL of dichloromethane are added, at room temperature, 20 mL of trifluoroacetic acid. The reaction medium is stirred for 2 hours and the solvents are then evaporated off. Diethyl ether and a few drops of dichloromethane are added to the oil obtained, and the white solid obtained is filtered off and then dried. 8 g of ethyl 1-[(R)-2-amino-3-(4-methoxyphenyl)propionyl]-4-cyclohexylpiperidine-4-carboxylate trifluoroacetate are obtained in a yield of 78%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877968B2
Source datasetuspto-grants-2014_11
ORD IDord-72c57d8f9e6947fda596e7cb4be16dcc
Source noteuspto-grants-2014_11