HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorisocyanatidic dichloride → Cefuroxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorisocyanatidic dichloride | HCID 70090 | — |
| Reactant | (6R,7R)-7-(((2Z)-2-(2-Furanyl)-2-(methoxyimino)acetyl)amino)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid | HCID 9800056 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Cefuroxime | HCID 5479529 | 56.7% |
Reaction Steps
The process of Example 3 was repeated, using dichlorophosphinyl isocyanate (1.46 ml) and a solution of (6R,7R)-7-[Z-2-(fur-2-yl)-2-methoxyiminoacetamido]-3hydroxymethylceph-3-em-4-carboxylic acid (3.81 g) in acetone (50 ml) cooled to 4°, but the reaction mixture was heated at 45° for 2 hours and then kept at 20° overnight, to give the title compound (2.40 g, 56.7%); purity by HPLC 95.6% and by TLC 94.5%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04284767 |
| Source dataset | uspto-grants-1981_08 |
| ORD ID | ord-1c61885a5b8b4ff480bd40d166cecdaa |
| Source note | uspto-grants-1981_08 |