Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47774Generated: October 29, 2026

Ethanol → ethyl (2R)-2-amino-5-[(benzoyloxy)carbonyl]aminopentanoate hydrochloride

https://huagongshe.com/reaction/47774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThionyl ChlorideHCID 24386—
Reactant(2R)-2-amino-5-[(benzyloxy)carbonyl]aminopentanoic acid hydrochlorideHCID 69885572—
Productethyl (2R)-2-amino-5-[(benzoyloxy)carbonyl]aminopentanoate hydrochlorideHCID 86584446—

Reaction Conditions

Temperature20 °C

Reaction Steps

A solution of 12.5 g of (2R)-2-amino-5-[(benzyloxy)carbonyl]aminopentanoic acid hydrochloride in 200 cm3 of ethanol is cooled to a temperature in the region of −20° C. 6.5 cm3 of thionyl chloride are added dropwise and the mixture is then stirred at a temperature in the region of 20° C. for 18 hours. The reaction medium is concentrated under reduced pressure (1 kPa) at a temperature in the region of 40° C. to give 13 g of ethyl (2R)-2-amino-5-[(benzoyloxy)carbonyl]aminopentanoate hydrochloride [mass spectrum: DCI m/z=295 MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699895B2
Source datasetuspto-grants-2004_03
ORD IDord-9ced4970efc84c1bb4b2ae7a1c24e74f
Source noteuspto-grants-2004_03