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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333452Generated: October 30, 2026

Sodium Hydroxide → ethyl 1-[(R)-2-amino-3-(3,4-dichlorophenyl)propionyl]-4-cyclohexylpiperidine-4-carboxylate

https://huagongshe.com/reaction/333452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantTrifluoroacetic acid methylene chlorideHCID 21863450—
Reactantethyl 1-[(R)-2-tert-butoxycarbonylamino-3-(3,4-dichloro-phenyl)propionyl]-4-cyclohexylpiperidine-4-carboxylateHCID 66987831—
Productethyl 1-[(R)-2-amino-3-(3,4-dichlorophenyl)propionyl]-4-cyclohexylpiperidine-4-carboxylateHCID 6698771586%

Reaction Steps

300 mg (0.54 mmol) of ethyl 1-[(R)-2-tert-butoxycarbonylamino-3-(3,4-dichloro-phenyl)propionyl]-4-cyclohexylpiperidine-4-carboxylate are diluted in 5 mL of a 2/1 dichloromethane/trifluoroacetic acid solution. After 2 hours, the mixture is poured into aqueous 1N sodium hydroxide solution and then extracted with dichloromethane. The organic phase is dried over sodium sulfate and then filtered and concentrated to dryness. 210 mg of ethyl 1-[(R)-2-amino-3-(3,4-dichlorophenyl)propionyl]-4-cyclo-hexylpiperidine-4-carboxylate are obtained in a yield of 86%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877968B2
Source datasetuspto-grants-2014_11
ORD IDord-7af8867f44a34a9ebc6d8f69c21772e3
Source noteuspto-grants-2014_11