Deacetyltaxol Chemical Properties

Melting point:

182-184?C

Boiling point:

959.5±65.0 °C(Predicted)

Density 

1.41±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

11.31±0.70(Predicted)

color 

White to Off-White

InChIKey

TYLVGQKNNUHXIP-ROFCLTHDNA-N

Safety Information

Safety Statements 

24/25

HS Code 

29329990

Deacetyltaxol Usage And Synthesis

Chemical Properties

White to Off-White Solid

Occurrence

A taxane derivative obtained from Catharanthus roseus.

Uses

A semi-synthetic precursor of Paclitaxel. Paclitaxel - impurity G.

Synthesis

Example I Large-scale reaction of paclitaxel with NaHCO3: 500 mg (0.57 mmol) of paclitaxel was dissolved in 10 mL of THF and transferred to a 25 mL round-bottom flask equipped with a magnetic stirrer. To this solution, 10 mL of 30% H2O2 and 960.0 mg of NaHCO3 were sequentially added and the reaction mixture was stirred at room temperature overnight. After completion of the reaction, extraction was carried out using dichloromethane/water (50:50 v/v). The organic phases were combined and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure to give the crude product, which was further purified to obtain 457.2 mg 10-deacetylpaclitaxel in 96% yield. The product was analyzed by NMR and mass spectrometry, and the data were consistent with known samples.

References

[1] Patent: US5629433, 1997, A

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