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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2302208Generated: October 27, 2026

Methanol → methyl (2R)-2-amino-3-phenylpropanoate;hydrochloride

https://huagongshe.com/reaction/2302208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
ReactantD-phenylalanine hydrochlorideHCID 13000988—
Productmethyl (2R)-2-amino-3-phenylpropanoate;hydrochlorideHCID 11481330—

Reaction Steps

To cold (−20° C.) and dry methanol (1 l) was added dropwise thionylchloride (130 ml). H—D-Phe-OH.HCl (147.6 g) was added and the reaction mixture was heated under reflux for 30 min and then kept at room temperature overnight. The mixture was concentrated in vacuo and coevaporated with methanol (3 times). The residue was crystallized from methano/diethyl ether yielding H—D-Phe-OMe.HCl as a white crystalline powder (187.4 g). TLC: Rf=0.54, silica gel, n-butanolacetic acid/water 10/1/3 v/v.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06432921B1
Source datasetuspto-grants-2002_08
ORD IDord-145a45c4b5a8413eb2a069e4e99e6914
Source noteuspto-grants-2002_08