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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1855657Generated: October 30, 2026

Sodium Hydroxide → 1-{1-[(R)-2-amino-3-(4-methoxyphenyl)propionyl]-4-cyclohexylpiperidin-4-yl}butan-1-one

https://huagongshe.com/reaction/1855657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactanttert-butyl[(R)-2-(4-butyryl-4-cyclohexylpiperidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamateHCID 86659316—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product1-{1-[(R)-2-amino-3-(4-methoxyphenyl)propionyl]-4-cyclohexylpiperidin-4-yl}butan-1-oneHCID 6698768186.1%

Reaction Steps

0.43 g (0.84 mmol) of tert-butyl [(R)-2-(4-butyryl-4-cyclohexylpiperidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamate is diluted in 8 ml of DCM and 2 ml of trifluoroacetic acid. The solution is stirred for 1 hour 30 minutes at room temperature and then poured into 1N sodium hydroxide solution and extracted with dichloromethane. The organic phase is dried, filtered and then concentrated. 300 mg of 1-{1-[(R)-2-amino-3-(4-methoxyphenyl)propionyl]-4-cyclohexylpiperidin-4-yl}butan-1-one in the form of a colourless oil are obtained in a yield of 86%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962846B2
Source datasetuspto-grants-2015_02
ORD IDord-b2774eac25274f289020f0543817a9fe
Source noteuspto-grants-2015_02