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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2292163Generated: October 30, 2026

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

https://huagongshe.com/reaction/2292163

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 numberUS04801609
Source datasetuspto-grants-1989_01
ORD IDord-67135b1bb12b4fd7b9d97e4479f71628
Source noteuspto-grants-1989_01