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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1651708Generated: November 1, 2026

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

https://huagongshe.com/reaction/1651708

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 (5.0 g) 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 (4.31 g), m.p. 158°-160°, [α]D26 =-22.9° (MeOH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04929641
Source datasetuspto-grants-1990_05
ORD IDord-5d2c37f846534501b8761e02d617180c
Source noteuspto-grants-1990_05