7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-chlorobenzoyl)-10-deacetylbaccatin III

Base Information

• Chemical Name: 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-chlorobenzoyl)-10-deacetylbaccatin III
• CAS No.: 259522-64-0
• Molecular Formula: C₄₇H₇₇ClO₁₀Si₃
• Molecular Weight: 921.832
• Mol file: 259522-64-0.mol

Synonyms:7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-chlorobenzoyl)-10-deacetylbaccatin III

Chemical Property of 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-chlorobenzoyl)-10-deacetylbaccatin III

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-chlorobenzoyl)-10-deacetylbaccatin III

There total 4 articles about 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-chlorobenzoyl)-10-deacetylbaccatin 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: 81.0%

10-O-deacetyl-2-O-debenzoyl-7,10,13-O-tris(triethylsilyl)baccatin III (204580-30-3) + 3-chlorobenzoate (535-80-8) → 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-chlorobenzoyl)-10-deacetylbaccatin III (259522-64-0)

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at 40 ℃; for 40h;

DOI:10.1021/jm800086e

Reference yield:

10-deacetylbaccatin III (32981-86-5,172018-16-5) → 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-chlorobenzoyl)-10-deacetylbaccatin III (259522-64-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / imidazole / dimethylformamide / 40 h / 20 °C

2: 97 percent / Red-Al / tetrahydrofuran / -10 °C

3: DIC; DMAP / CH₂Cl₂

With 1H-imidazole; dmap; dacarbazine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: silylation / 2: debenzoylation / 3: Esterification;

DOI:10.1016/S0960-894X(99)00629-0

Reference yield:

7,10,13-tris(triethylsilyl)-10-deacetylbaccatin III (194720-19-9) → 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-chlorobenzoyl)-10-deacetylbaccatin III (259522-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / Red-Al / tetrahydrofuran / -10 °C

2: DIC; DMAP / CH₂Cl₂

With dmap; dacarbazine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; 1: debenzoylation / 2: Esterification;

DOI:10.1016/S0960-894X(99)00629-0

upstream raw materials:

10-O-deacetyl-2-O-debenzoyl-7,10,13-O-tris(triethylsilyl)baccatin III

3-chlorobenzoate

10-deacetylbaccatin III

triethylsilyl chloride

Downstream raw materials:

C₂₉H₃₅ClO₁₀

2-debenzoyl-2-(3-chlorobenzoyl)-7-triethylsilylbaccatin III

2-debenzoyl-2-(3-chlorobenzoyl)-7-triethylsilyl-10-deacetyl-10-propanoylbaccatin III