Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855663Generated: October 31, 2026

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

https://huagongshe.com/reaction/1855663

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-carboxylateHCID 6698793792%

Reaction Steps

To 3.7 g (7.16 mmol) of ethyl 1-[(R)-2-tert-butoxycarbonylamino-3-(4-methoxy-phenyl)propionyl]-4-cyclohexylpiperidine-4-carboxylate dissolved in 30 ml of DCM immersed in a bath at 0° C. are added 10 ml of trifluoroacetic acid. After stirring for 1 hour 30 minutes, the solvents are evaporated off. The reaction medium is washed with aqueous 1N sodium hydroxide solution and extracted with DCM. The organic phase is then washed with water and then dried over MgSO4, filtered and concentrated. 2.74 g of ethyl 1-[(R)-2-amino-3-(4-methoxyphenyl)propionyl]-4-cyclohexylpiperidine-4-carboxylate in the form of a white powder are obtained in a yield of 92%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962846B2
Source datasetuspto-grants-2015_02
ORD IDord-67e551bef6d74af380db3b54b51bde25
Source noteuspto-grants-2015_02