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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 346174Generated: October 26, 2026

Methanol → S-(4-Methylbenzyl)-L-Cysteine, Methyl Ester, Hydrochloride

https://huagongshe.com/reaction/346174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
ReactantN-alpha-t-Butyloxycarbonyl-S-(4-methyl-benzyl)-L-cysteineHCID 7010551—
ProductS-(4-Methylbenzyl)-L-Cysteine, Methyl Ester, HydrochlorideHCID 14390657—

Reaction Steps

At room temperature, add thionyl chloride (2.8 ml, 2.2 equiv.) dropwise to N-t-butyloxycarbonyl-S -(4-methylbenzyl)-L-cysteine (5.0g) in methanol (500 ml) and heat the resulting mixture under reflux for 90 minutes. Cool the reaction mixture to room temperature and concentrate in vacuo to give the title compound, a white solid (4.31g), m.p. 158°-160°, [α]D26 =-22.9° (MeOH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05061710
Source datasetuspto-grants-1991_10
ORD IDord-c1ebb8bc4ac742f783688ed9cd9cb4cb
Source noteuspto-grants-1991_10