HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 10-Deacetyltaxol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Paclitaxel | HCID 36314 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 10-Deacetyltaxol | HCID 155831 | 86.2% |
Reaction Steps
A solution of taxol (0.026 g, 0.030 mmol) and 98% hydrazine (0.035 g, 1.1 mmol) in 95% ethanol (1.0 mL) is stirred at room temperature for 2 hr. The solution is poured into water and ether, the mixture is shaken well, and the layers separated. The aqueous layer is extracted with additional ether. The combined ether extracts are dried over Na2SO4, filtered and concentrated, giving 0.021 g of the title compound: 1H NMR spectrum in CDCl3 is identical to the spectrum reported for 10-deacetyltaxol (Ringel, I.; Horwitz, S. B. J. Pharmacol. Exp. Ther., 1987, 242, 692) and is identical to the spectrum of an authentic sample.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05965739 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-fdd0b7649c4f44acbd6547fdc32c0331 |
| Source note | uspto-grants-1999_10 |