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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2250201Generated: October 29, 2026

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

https://huagongshe.com/reaction/2250201

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 numberUS07314883B2
Source datasetuspto-grants-2008_01
ORD IDord-cf1547d5582249978087e07a3c49121e
Source noteuspto-grants-2008_01