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

Base Information

• Chemical Name: 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-ethenylbenzoyl)-10-deacetylbaccatin III
• CAS No.: 259522-66-2
• Molecular Formula: C₄₉H₈₀O₁₀Si₃
• Molecular Weight: 913.425
• Mol file: 259522-66-2.mol

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

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

There total 4 articles about 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-ethenylbenzoyl)-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: 65.0%

3-vinylbenzoic acid (28447-20-3) + 10-O-deacetyl-2-O-debenzoyl-7,10,13-O-tris(triethylsilyl)baccatin III (204580-30-3) → 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-ethenylbenzoyl)-10-deacetylbaccatin III (259522-66-2)

Guidance literature:

With dmap; diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 96h;

DOI:10.1021/ol0354627

Reference yield:

10-deacetylbaccatin III (32981-86-5,172018-16-5) → 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-ethenylbenzoyl)-10-deacetylbaccatin III (259522-66-2)

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:

triethylsilyl chloride (994-30-9) → 7,10,13-tri(triethylsilyl)-2-debenzoyl-2-(3-ethenylbenzoyl)-10-deacetylbaccatin III (259522-66-2)

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

upstream raw materials:

3-vinylbenzoic acid

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

10-deacetylbaccatin III

triethylsilyl chloride

Downstream raw materials:

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

2-debenzoyl-2-(3-ethenylbenzoyl)-10-deacetylbaccatin III

2-debenzoyl-2-(3-ethenylbenzoyl)-3'N-debenzoyl-3'N-(3-iodobenzoyl)-2'-triethylsilyl-7-triethylsilylpaclitaxel

2-debenzoyl-2-(3-ethenylbenzoyl)-3'N-debenzoyl-3'N-(3-iodobenzoyl)-2'-triisopropylsilyl-3'-dephenyl-3'-(2-methylprop-1-enyl)-7-triethylsilylpaclitaxel