HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-Aminocephalosporanic acid → (6R,7R)-7-amino-3-[[(7-methylpyrazolo-[1,5-a]pyrimidin-5-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-Aminocephalosporanic acid | HCID 441328 | — |
| Reactant | HCID 178429727 | HCID 178429727 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Boron trifluoride | HCID 6356 | — |
| Product | (6R,7R)-7-amino-3-[[(7-methylpyrazolo-[1,5-a]pyrimidin-5-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | HCID 67821284 | — |
Reaction Steps
0.70 g of 7-methylpyrazolo[1,5-a]pyrimidine-5-thiol and 1.15 g of (7R)-7-amino-cephalosporanic acid were dissolved in 10 ml of a 20 percent solution of boron trifluoride in acetonitrile and stirred at room temperature for 1 hour. The reaction mixture was concentrated and taken up in 10 ml of water. The solid was filtered off under suction. There was obtained (6R,7R)-7-amino-3-[[(7-methylpyrazolo[1,5-a]pyrimidin-5-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid as a reddish powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05319140 |
| Source dataset | uspto-grants-1994_06 |
| ORD ID | ord-38981e05fbb940778271a8d29be12a6f |
| Source note | uspto-grants-1994_06 |