9-Dihydro-13-acetylbaccatin III

Base Information

• Chemical Name: 9-Dihydro-13-acetylbaccatin III
• CAS No.: 142203-65-4
• Molecular Formula: C33H42O12
• Molecular Weight: 630.689
• European Community (EC) Number: 604-277-4
• DSSTox Substance ID: DTXSID60931386
• Nikkaji Number: J593.673J
• Wikidata: Q72435084
• ChEMBL ID: CHEMBL75533
• Mol file: 142203-65-4.mol

Synonyms:7,9-dideacetyl baccatin VI;7,9-dideacetylbaccatin VI;DDABVI

Chemical Property of 9-Dihydro-13-acetylbaccatin III

Chemical Property:

• Vapor Pressure: 7.81E-21mmHg at 25°C
• Refractive Index: 1.594
• Boiling Point: 704.541 °C at 760 mmHg
• PKA: 12.61±0.70(Predicted)
• Flash Point: 217.569 °C
• PSA: 175.12000
• Density: 1.366 g/cm³
• LogP: 2.01520
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 9
• Exact Mass: 630.26762677
• Heavy Atom Count: 45
• Complexity: 1270

Purity/Quality:

98%,99%, ^*data from raw suppliers

13-Acetyl-9-dihydrobaccatin III ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C2C(C(C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)O)OC(=O)C
• Isomeric SMILES: CC1=C2[C@H]([C@@H]([C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1OC(=O)C)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)O)OC(=O)C
• Description: 13-acetyl-9-Dihydrobaccatin III is a taxane originally isolated from T. canadensis. It inhibits proliferation of P388 leukemia cells with an IC50 value of 20 μg/ml.
• Uses: 13-Acetyl-9-dihydrobaccatin-III is an apoptosis inducer.

Technology Process of 9-Dihydro-13-acetylbaccatin III

There total 1 articles about 9-Dihydro-13-acetylbaccatin III 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:

→ 13-acetyl-9-dihydrobaccatin III (142203-65-4)

Guidance literature:

In methanol; at 20 ℃; Purification / work up; Heating / reflux;

Reference yield: 100.0%

acetic anhydride (108-24-7) + 13-acetyl-9-dihydrobaccatin III (142203-65-4) → 7,13-diacetyl-9-dihydrobaccatin III

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; Product distribution / selectivity;

Reference yield: 97.0%

13-acetyl-9-dihydrobaccatin III (142203-65-4) + 2,2-dimethoxy-propane (77-76-9) → 9(R)-dihydro-7,9-isopropylidene-13-acetylbaccatin-III (148584-49-0)

Guidance literature:

With camphor-10-sulfonic acid;

DOI:10.1016/S0040-4039(00)60342-8

Downstream raw materials:

13-acetyl-9(R)-dihydrobaccatin III 7,9-thionocarbonate

C₃₃H₄₀O₁₁

9(R)-dihydro-7,9-isopropylidene-13-acetylbaccatin-III

C₃₅H₄₄O₁₂S₂

Refernces