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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64414Generated: October 29, 2026

Ethyl 4-piperidinecarboxylate → ethyl 1-{(2R)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl}piperidine-4-carboxylate

https://huagongshe.com/reaction/64414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-piperidinecarboxylateHCID 70770—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-[(1R)-2-[(Methylsulfonyl)oxy]-1-phenylethyl]carbamic acid 1,1-dimethylethyl esterHCID 11723227—
SolventTetrahydrofuranHCID 8028—
Productethyl 1-{(2R)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl}piperidine-4-carboxylateHCID 86713423—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 1 g of (2R)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl methanesulfonate in 5 mL of THF were added 0.4 mL of ethyl piperidine-4-carboxylate and 1 mL of diisopropylethylamine, followed by stirring at 70° C. for 14 hours, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 160 mg of ethyl 1-{(2R)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl}piperidine-4-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447090B2
Source datasetuspto-grants-2016_09
ORD IDord-af5fd94627284af28a31a379107a2c06
Source noteuspto-grants-2016_09