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78432-77-6

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78432-77-6 Structure

78432-77-6 Structure
IdentificationBack Directory
[Name]

Deacetyltaxol
[CAS]

78432-77-6
[Synonyms]

10-DAT
10-DEP
DEACETYLTAXOL
10-DEACETYLTAXOL
10-Desacetyltaxol
10-O-Deacetyltaxol
10-DEACETYL PACLITAXEL
10-Desacetyl Paclitaxel
10-deacetyl taxol(7α-OH)
Paclitaxel EP impurity G
7-EPI-10-DEACETYL PACLITAXEL
Deacetyltaxol 10-Desacetyltaxol
10-Desacetyl Paclitaxel (Paclitaxel EP Impurity G)
b-(Benzoylamino)-a-hydroxy-benzenepropanoic acid [2aR-[2aa,4b,4ab,6b,9a(aR*,bS*),11a,12a,12aa,12ba]]-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6
b-(BenzoylaMino)-a-hydroxy-benzenepropanoicacid[2aR-[2aa,4b,4ab,6b,9a(aR*,bS*),11a,12a,12aa,12ba]]-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetraMethyl-5
Benzenepropanoic acid, b-(benzoylaMino)-a-hydroxy-,(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetraMethyl-5-oxo-7,11-Methano-1H-cyclodeca[3,4]benz[1,2-b]ox
b-(Benzoylamino)-a-hydroxy-benzenepropanoic acid [2aR-[2aa,4b,4ab,6b,9a(aR*,bS*),11a,12a,12aa,12ba]]-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester
[Molecular Formula]

C45H49NO13
[MDL Number]

MFCD01075779
[MOL File]

78432-77-6.mol
[Molecular Weight]

811.87
Chemical PropertiesBack Directory
[Occurrence]

A taxane derivative obtained from Catharanthus roseus.
[Melting point ]

182-184?C
[Boiling point ]

959.5±65.0 °C(Predicted)
[density ]

1.41±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

11.31±0.70(Predicted)
[color ]

White to Off-White
[InChIKey]

TYLVGQKNNUHXIP-ROFCLTHDNA-N
Hazard InformationBack Directory
[Chemical Properties]

White to Off-White Solid
[Uses]

A semi-synthetic precursor of Paclitaxel
[Synthesis]

Hydrogen peroxide

7722-84-1

Paclitaxel

33069-62-4

Deacetyltaxol

78432-77-6

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
Safety DataBack Directory
[Safety Statements ]

24/25
[WGK Germany ]

WGK 3
[HS Code ]

29329990
[Storage Class]

11 - Combustible Solids
Spectrum DetailBack Directory
[Spectrum Detail]

Deacetyltaxol(78432-77-6)1HNMR
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