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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 257529Generated: October 27, 2026

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

https://huagongshe.com/reaction/257529

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 numberUS05262436
Source datasetuspto-grants-1993_11
ORD IDord-819f6675241444b2835bdf41dfb5db87
Source noteuspto-grants-1993_11