151636-94-1

Basic information

• Product Name: 10-Dehydrobaccatin V
• Synonyms: (2aR,4R,4aS,9S,11S,12S,12aR,12bS)-12b-(Acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,9,10,11,12,12a,12b-decahydro-4,9,11-trihydroxy-4a,8,13,13-tetraMethyl-7,11-Methano-1H-cyclodeca[3,4]benz[1,2-b]oxete-5,6-dione;10-Deacetyl-10-oxo-baccatin V;10-Dehydrobaccatin V;7-epi-10-Oxo-10-deacetyl Baccatin III
• CAS NO: 151636-94-1
• Molecular Formula: C₂₉H₃₄O₁₀
• Molecular Weight: 542.57426
• Product Categories: Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 151636-94-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: 10-Dehydrobaccatin V(CAS DataBase Reference)
• NIST Chemistry Reference: 10-Dehydrobaccatin V(151636-94-1)
• EPA Substance Registry System: 10-Dehydrobaccatin V(151636-94-1)

Safety Data

• Hazardous Substances Data: 151636-94-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 151636-94-1 differently. You can refer to the following data:
1. 17-epi-10-Oxo-10-deacetyl Baccatin III is an impurity of Paclitaxel (P132500) and derivatives.
2. 17-epi-10-Oxo-10-deacetyl Baccatin III is an impurity of Paclitaxel (P132500) and derivatives. Docetaxel Impurity 20.

Upstream product

• 32981-86-5 10-deacetylbaccatin III 

Downstream Products

• 172018-16-5 10-deacetyl Baccatin III 

Relevant articles and documents

Anomalous microbial transformations on the taxane ring of 10-DAB by a strain of the fungus Curvularia lunata: Transbenzoylation, transacetylation, and opening of the oxetane ring

The fermentation of 10-deacetylbaccatin III (10-DAB) (1) with Curvularia lunata afforded the taxane hemiacetals 2a and 3, characterized by extensive structural modification, including C-2 to C-1 transbenzoylation, oxidation of the C-2 hydroxyl, formation

The Reductive Fragmentation of 7-Hydroxy-9,10-dioxotaxoids

The retro-aldol reductive fragmentation of different structural types of 7-hydroxy-9,10-dioxotaxoids was investigated, showing that the reaction is typical of taxanes and requires cerium(III) promotion with NaBH4 in protic medium and alkylboron (aluminium) hydrides in aprotic solvents. The resulting 7,8-seco-taxanes are key intermediates for the synthesis of a novel class of anticancer taxanes endowed with a unique pattern of in vivo biological activity. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

THE CHEMISTRY AND OCCURRENCE OF TAXANE DERIVATIVES. XIII. THE OXIDATION OF 10-DEACETYLBACCATIN III

The three secondary hydroxyls of 10-deacetylbaccatin III, 1, can be selectively oxidized.However, only the 13-dehydro derivative is stable under the reaction conditions, whereas the 10- and the 7-dehydro derivatives undergo epimerization at C-7 and oxetan