HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Thiophenecarbonyl chloride → 2-Benzhydryloxycarbonyl-7-t-butoxycarbonylamino-8-oxo-3-[2-(thien-2-yl-carbonylamino)-thiazol-5-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Thiophenecarbonyl chloride | HCID 78928 | — |
| Reactant | 3-(2-Aminothiazol-5-yl)-2-benzhydryloxycarbonyl-7-t-butoxycarbonylamino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene | HCID 13175945 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-Benzhydryloxycarbonyl-7-t-butoxycarbonylamino-8-oxo-3-[2-(thien-2-yl-carbonylamino)-thiazol-5-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene | HCID 20430422 | 85.9% |
Reaction Steps
Following the procedure of Example 2, starting from 3-(2-amino-thiazol-5-yl)-2-benzhydryloxycarbonyl-7-t-butoxycarbonylamino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene (4.5 g), triethylamine (1.23 cc) and 2-chlorocarbonyl-thiophene (1.4 g), 2-benzhydryloxycarbonyl-7-t-butoxycarbonylamino-8-oxo-3-[2-(thien-2-yl-carbonylamino)-thiazol-5-yl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene (4.62 g) is obtained, in the form of a cream-coloured powder, after purification over Merck silica gel (0.06-0.2 mm).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04496560 |
| Source dataset | uspto-grants-1985_01 |
| ORD ID | ord-a4342636e9194bc4b897cd140e2c3a53 |
| Source note | uspto-grants-1985_01 |