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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2355889Generated: October 31, 2026

Piperidin-4-ol → 2-(Di-tert-butoxycarbonylamino)-3-(4-hydroxy-piperidin-1-yl)-propionic acid methyl ester

https://huagongshe.com/reaction/2355889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidin-4-olHCID 79341—
ReactantMethyl 2-(bis((tert-butoxy)carbonyl)amino)prop-2-enoateHCID 10870342—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product2-(Di-tert-butoxycarbonylamino)-3-(4-hydroxy-piperidin-1-yl)-propionic acid methyl esterHCID 58864518—

Reaction Steps

To a solution of 2-(di-tert-butoxycarbonylamino)-acrylic acid methyl ester (1.0 g, 3.0 mmol) in acetonitrile (10 mL) was added piperidin-4-ol (0.33 g, 1.1 equiv). A gentle stream of nitrogen was placed over the reaction while it stirred overnight. The crude oil which resulted was dissolved in ethyl acetate, washed with water, then brine, dried over magnesium sulfate, and concentrated to give 1.38 g (quant.) as an oil which was used without purification. Mass spec.: 403.42 (MH)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07754732B2
Source datasetuspto-grants-2010_07
ORD IDord-a92a9d653075478ebaeba3ff2952880e
Source noteuspto-grants-2010_07