delta6,7-Baccatin III

Base Information

• Chemical Name: delta6,7-Baccatin III
• CAS No.: 158830-50-3
• Molecular Formula: C31H36O10
• Molecular Weight: 568.61
• DSSTox Substance ID: DTXSID40447899
• Mol file: 158830-50-3.mol

Synonyms:delta6,7-Baccatin III;158830-50-3;[(1S,2S,3R,4S,7R,10R,12R,15S)-4,12-diacetyloxy-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadeca-8,13-dien-2-yl] benzoate;7,11-Methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,4a,6,9,10,11,12,12a,12b-decahydro-9,11-dihydroxy-4a,8,13,13-tetramethyl-, (2aR,4aR,6R,9S,11S,12S,12aR,12bS)-;| currency6,7-Baccatin III;?6,7-Baccatin III;DTXSID40447899;AKOS025294627;4,10beta-Bis(acetyloxy)-1,13alpha-dihydroxy-9-oxo-4alpha,5beta-5,20-epoxytaxa-6,11-dien-2alpha-yl benzoate

Chemical Property of delta6,7-Baccatin III

Chemical Property:

• Appearance/Colour: Off-white solid
• Boiling Point: 676.959 °C at 760 mmHg
• Flash Point: 215.01 °C
• PSA: 145.66000
• Density: 1.358 g/cm³
• LogP: 2.45780
• Storage Temp.: -20?C Freezer
• Solubility.: Chloroform, Methanol
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 7
• Exact Mass: 568.23084734
• Heavy Atom Count: 41
• Complexity: 1210

Purity/Quality:

99% ^*data from raw suppliers

Δ6,7-BaccatinIII ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(C(=O)C3(C=CC4C(C3C(C(C2(C)C)(CC1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)C)OC(=O)C
• Isomeric SMILES: CC1=C2[C@H](C(=O)[C@@]3(C=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)C)OC(=O)C
• Uses: Δ6,7-Baccatin III is an intermediate used in the preparation of Pacitaxel derivatives.

Technology Process of delta6,7-Baccatin III

There total 9 articles about delta6,7-Baccatin 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: 82.0%

→ 7-deoxy-7β,8β-methanobaccatin III (156294-33-6) + C31H38O11 (773058-05-2) + 6,7-dehydro-baccatin III (158830-50-3)

Guidance literature:

Purification / work up;

Reference yield: 7.9%

10-acetyl-7-trifluoromethanesulfonate baccatin III (158811-19-9) → C31H38O11 (773058-05-2) + 6,7-dehydro-baccatin III (158830-50-3)

Guidance literature:

With sulfolane; 4 A molecular sieve; water; at 60 ℃; for 4h; Product distribution / selectivity;

Reference yield:

10-acetyl-7-trifluoromethanesulfonate baccatin III (158811-19-9) → 6,7-dehydro-baccatin III (158830-50-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,4-dioxane; at 100 ℃; for 1h;

upstream raw materials:

10-acetyl-7-trifluoromethanesulfonate baccatin III

10-deacetylbaccatin III

7-triethylsilyl-10-deacetylbaccatin III

7-(triethylsilyl)baccatin III

Downstream raw materials:

C₄₈H₄₈F₃NO₁₆S

C₄₇H₄₉NO₁₄

C₄₇H₄₇NO₁₂

Refernces

• 1、 -. "Process for the preparation of 4, 10 beta- diacetoxy-2 alpha-benzoyloxy-5 beta, 20-epoxy-1, 13 alpha-dihydroxy-9-oxo-19-norcyclopropa [g] tax-11-ene". Page 4. . Retrieved 2008/06/13.