10-Dehydrobaccatin V

Base Information

• Chemical Name: 10-Dehydrobaccatin V
• CAS No.: 151636-94-1
• Molecular Formula: C29H34O10
• Molecular Weight: 542.57426
• DSSTox Substance ID: DTXSID10415702
• Nikkaji Number: J702.928D
• Wikidata: Q82224674
• Metabolomics Workbench ID: 129447
• ChEMBL ID: CHEMBL250045
• Mol file: 151636-94-1.mol

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

Chemical Property of 10-Dehydrobaccatin V

Chemical Property:

• PSA: 156.66000
• LogP: 1.29000
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 542.21519728
• Heavy Atom Count: 39
• Complexity: 1130

Purity/Quality:

99% ^*data from raw suppliers

7-epi-10-Oxo-10-deacetylBaccatinIII ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=O)C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C
• Isomeric SMILES: CC1=C2C(=O)C(=O)[C@@]3([C@@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C
• Uses: 17-epi-10-Oxo-10-deacetyl Baccatin III is an impurity of Paclitaxel (P132500) and derivatives. 17-epi-10-Oxo-10-deacetyl Baccatin III is an impurity of Paclitaxel (P132500) and derivatives. Docetaxel Impurity 20.

Technology Process of 10-Dehydrobaccatin V

There total 5 articles about 10-Dehydrobaccatin V which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

10-deacetylbaccatin III (32981-86-5,172018-16-5) → 10-dehydro-10-deacetylbaccatin V (151636-94-1) + 10-dehydro-10-deacetylbaccatin III (V) (191276-24-1) + 10,13-bis(dehydro)-10-deacetylbaccatin V

Guidance literature:

With copper diacetate; air; In methanol; for 72h;

DOI:10.1002/ejoc.200300376

Reference yield: 63.9%

10-deacetylbaccatin III (32981-86-5,172018-16-5) → 10-dehydro-10-deacetylbaccatin V (151636-94-1) + 10-dehydro 10-deacetyl 7-epibaccatin V (92950-45-3)

Guidance literature:

10-deacetylbaccatin III; With triethylamine; copper dichloride; In ethanol; ethyl acetate; at -13 - -8 ℃;

With ammonia; ammonium chloride; In ethanol; water; ethyl acetate; Product distribution / selectivity;

Reference yield: 47.0%

10-deacetylbaccatin III (32981-86-5,172018-16-5) → 10-dehydro-10-deacetylbaccatin V (151636-94-1)

Guidance literature:

With copper diacetate; In methanol; for 48h; Ambient temperature;

upstream raw materials:

10-deacetylbaccatin III

Downstream raw materials:

10-deacetyl Baccatin III