7,13-Bis-O-(triethylsilyl)-10-deacetyl Baccatin III

Base Information

• Chemical Name: 7,13-Bis-O-(triethylsilyl)-10-deacetyl Baccatin III
• CAS No.: 183133-99-5
• Molecular Formula: C41H64O10Si2
• Molecular Weight: 773.124
• Mol file: 183133-99-5.mol

Synonyms:4α-acetoxy-2α-benzoyloxy-5β,20-epoxy-1β,10β-dihydroxy-9-oxo-7β,13-di(triethylsilyloxy)-11-taxene;7,13-diTES-10-deacetylbaccatin III;

Chemical Property of 7,13-Bis-O-(triethylsilyl)-10-deacetyl Baccatin III

Chemical Property:

• PSA: 137.82000
• LogP: 7.14080
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

98.5% ^*data from raw suppliers

7,13-Bis-O-(triethylsilyl)-10-deacetylBaccatinIII ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: As 10-Deacetylbaccatin III (D198250) derivative, 7,13-Bis-O-(triethylsilyl)-10-deacetyl Baccatin III can be used in the preparation of taxol analogs with antitumoral and antineoplastic properties.

Technology Process of 7,13-Bis-O-(triethylsilyl)-10-deacetyl Baccatin III

There total 5 articles about 7,13-Bis-O-(triethylsilyl)-10-deacetyl 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: 59.8%

10-deacetylbaccatin III (32981-86-5,172018-16-5) + triethylsilyl chloride (994-30-9) → 4α-acetoxy-2α-benzoyloxy-5β,20-epoxy-1β,10β-dihydroxy-9-oxo-7β,13α-di(triethylsilyloxy)-11-taxene (183133-99-5)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

Reference yield: 49.0%

10-deacetylbaccatin III (32981-86-5,172018-16-5) + triethylsilyl chloride (994-30-9) → 7,10-bis(triethylsilyl)-10-deacetylbaccatin III (149107-84-6) + 7,10,13-tris(triethylsilyl)-10-deacetylbaccatin III (194720-19-9) + 4α-acetoxy-2α-benzoyloxy-5β,20-epoxy-1β,10β-dihydroxy-9-oxo-7β,13α-di(triethylsilyloxy)-11-taxene (183133-99-5) + 7,10,13,1'-tetraTES 2-debenzoyl-10-deacetylbaccatin III-1,2-semiorthobenzoate

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 96h; Further byproducts given; Ambient temperature;

DOI:10.1016/S0040-4020(99)00290-2

Reference yield: 49.0%

10-deacetylbaccatin III (32981-86-5,172018-16-5) + triethylsilyl chloride (994-30-9) → 7,10-bis(triethylsilyl)-10-deacetylbaccatin III (149107-84-6) + 7,10,13-tris(triethylsilyl)-10-deacetylbaccatin III (194720-19-9) + 4α-acetoxy-2α-benzoyloxy-5β,20-epoxy-1β,10β-dihydroxy-9-oxo-7β,13α-di(triethylsilyloxy)-11-taxene (183133-99-5) + 7,10,13,1'-tetraTES 2-debenzoyl-10-deacetylbaccatin III-1,2-semiorthobenzoate

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 96h; Yield given; Further byproducts given; Ambient temperature;

DOI:10.1016/S0040-4020(99)00290-2

upstream raw materials:

10-deacetylbaccatin III

triethylsilyl chloride

Downstream raw materials:

4α-acetoxy-2α-benzoyloxy-5β,20-epoxy-1β-hydroxy-9-oxo-10β-methoxy-7β,13α-di(triethylsilyloxy)-11-taxene

4α-acetoxy-2α-benzoyloxy-5β,20-epoxy-1β,13α-dihydroxy-7β,10β-dimethoxy-9-oxo-11-taxene

4α-acetoxy-2α-benzoyloxy-5β,20-epoxy-1β,7β-dihydroxy-9-oxo-10β-methoxy-13α-triethylsilyloxy-11-taxene

4α-acetoxy-2α-benzoyloxy-5β,20-epoxy-1β-hydroxy-7β,10β-dimethoxy-9-oxo-13-(triethylsilyloxy)-11-taxene