HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonic Acid → 3-Hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (2S,3S)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | (2S,3S)-3-(2-aminophenylthio)-2-hydroxy-3-(4-methoxyphenyl)propionamide | HCID 10829366 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 3-Hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (2S,3S)- | HCID 2733673 | 93.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05847122 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-c08641b9e6e24408b5b97d22e7fe1b01 |
| Source note | uspto-grants-1998_12 |