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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1248272Generated: October 26, 2026

Hydrochloric Acid → S-benzyl-(L)-cysteine methyl ester

https://huagongshe.com/reaction/1248272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl 2-azido-3-(benzylsulfanyl)propanoateHCID 14189838—
ReactantHCID 178418361HCID 178418361—
CatalystRheniumHCID 23947—
SolventMethanolHCID 887—
ProductS-benzyl-(L)-cysteine methyl esterHCID 45031373.6%

Reaction Steps

0.91 gram (3.62 mmoles) of the 2-azido-3-benzylmercapto-propionic acid methyl ester obtained in Example 4 was dissolved in 8 ml of methanol, treated with 0.27 gram (7.41 mmoles) of HCl gas and there was added 1 mole % of rhenium VII sulfide, based on the amount of azido compound employed. Hydrogen was led into this vigorously stirred reaction mixture for 45 hours. The working up according to Example 19 gave 0.60 gram (63% of theory) of S-benzyl-cysteine methyl ester.HCl having a melting point of 84° to 87° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04523012
Source datasetuspto-grants-1985_06
ORD IDord-f0a5c5ce686542189b28a8f6e09c99dc
Source noteuspto-grants-1985_06