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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180705Generated: October 29, 2026

L-Alanine → 2-Methylpropyl (2S)-2-aminopropanoate hydrochloride

https://huagongshe.com/reaction/2180705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-AlanineHCID 5950—
ReactantIsobutanolHCID 6560—
ReactantThionyl ChlorideHCID 24386—
Product2-Methylpropyl (2S)-2-aminopropanoate hydrochlorideHCID 86584981—

Reaction Steps

A mixture of 35.64 g (0.4 mol) of (D,L)-alanine (Aldrich) (or L-alanine (Aldrich)); 44 mL (0.6 mol) of thionyl chloride (Aldrich) and 200 mL of isobutanol was refluxed for 1.5 hours and the volatiles were removed completely on a rotavapor of 90° C. under reduced pressure to give (D,L)-alanine iso-butyl ester hydrochloride (or L-alanine iso-butyl ester hydrochloride), which was pure enough to be used for further transformations.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06888022B2
Source datasetuspto-grants-2005_05
ORD IDord-280744ce30ce4dfc8ad5bcd4c4433765
Source noteuspto-grants-2005_05