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

Base Information

• Chemical Name: 2-debenzoyl-2-(3-vinylbenzoyl)-7-triethylsilyl-10-deacetyl-10-propanoylbaccatin III
• CAS No.: 259522-74-2
• Molecular Formula: C₄₀H₅₆O₁₁Si
• Molecular Weight: 740.964
• Mol file: 259522-74-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about 2-debenzoyl-2-(3-vinylbenzoyl)-7-triethylsilyl-10-deacetyl-10-propanoylbaccatin 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:

propionyl chloride (79-03-8) + 7-triethylsilyl-2-debenzoyl-2-(3-ethenylbenzoyl)-10-deacetylbaccatin III (436845-72-6) → 2-debenzoyl-2-(3-vinylbenzoyl)-7-triethylsilyl-10-deacetyl-10-propanoylbaccatin III (259522-74-2)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran;

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

Reference yield:

10-deacetylbaccatin III (32981-86-5,172018-16-5) → 2-debenzoyl-2-(3-vinylbenzoyl)-7-triethylsilyl-10-deacetyl-10-propanoylbaccatin III (259522-74-2)

Guidance literature:

Multi-step reaction with 6 steps

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

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

3: DIC; DMAP / CH₂Cl₂

4: HF*pyridine; pyridine / acetonitrile / 40 h / 20 °C

5: imidazole / dimethylformamide / 2 h / 20 °C

6: LiHMDS / tetrahydrofuran

With pyridine; 1H-imidazole; dmap; pyridine hydrogenfluoride; dacarbazine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: silylation / 2: debenzoylation / 3: Esterification / 4: desilylation / 5: silylation / 6: Acylation;

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

Reference yield:

triethylsilyl chloride (994-30-9) → 2-debenzoyl-2-(3-vinylbenzoyl)-7-triethylsilyl-10-deacetyl-10-propanoylbaccatin III (259522-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 2 h / 20 °C

2: LiHMDS / tetrahydrofuran

With 1H-imidazole; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; 1: silylation / 2: Acylation;

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

upstream raw materials:

propionyl chloride

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

10-deacetylbaccatin III

triethylsilyl chloride