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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1457246Generated: October 27, 2026

Methanesulfonic Acid → 3-Hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (2S,3S)-

https://huagongshe.com/reaction/1457246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant(2S,3S)-3-(2-aminophenylthio)-2-hydroxy-3-(4-methoxyphenyl)propionamideHCID 10829366—
SolventO-XyleneHCID 7237—
Product3-Hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (2S,3S)-HCID 273367393.7%

Reaction Steps

A mixture of (2S,3S)-3-(2-aminophenylthio)-2-hydroxy-3-(4-methoxy-phenyl)propionamide (1.59 g), xylene (8 ml) and methanesulfonic acid (24 mg) is refluxed for 11 hours. After allowed to cool to room temperature, the mixture is stirred to crystallization. The precipitated crystals are collected by filtration, washed with chilled methanol, and dried at 50° C. to give (2S,3S)-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one (1.41 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05847122
Source datasetuspto-grants-1998_12
ORD IDord-c08641b9e6e24408b5b97d22e7fe1b01
Source noteuspto-grants-1998_12