10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III

Base Information

• Chemical Name: 10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III
• CAS No.: 204764-74-9
• Molecular Formula: C₃₈H₅₆O₁₀Si
• Molecular Weight: 700.942
• Mol file: 204764-74-9.mol

Synonyms:10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III

Chemical Property of 10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III

There total 2 articles about 10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin 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: 54.0%

7-O-TES-10-formylethyl-10-deacetylbaccatin III (204764-84-1) → 10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III (204764-74-9)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1016/S0960-894X(98)00040-7

Reference yield:

10-deacetyl-10-(S-methylxanthyl)-7-(triethylsilyl)baccatin III (151672-48-9) → 10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III (204764-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 39 percent / AIBN, n-Bu₃SnH / toluene / 80 °C

2: 54 percent / NaBH₄ / methanol

With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In methanol; toluene;

DOI:10.1016/S0960-894X(98)00040-7

Reference yield: 100.0%

p-toluenesulfonyl chloride (98-59-9) + 10-deacetoxy-10-hydroxypropyl-7-O-triethylsilylbaccatin III (204764-74-9) → [10R]-10-deacetoxy-(3-p-toluenesulfonyloxypropyl)-7-O-triethylsilylbaccatin III (325735-33-9)

Guidance literature:

With dmap; TEA; In dichloromethane; at 20 ℃; for 18h;

DOI:10.3987/COM-00-9051

upstream raw materials:

7-O-TES-10-formylethyl-10-deacetylbaccatin III

10-deacetyl-10-(S-methylxanthyl)-7-(triethylsilyl)baccatin III

Downstream raw materials:

C₄₄H₇₀O₁₀Si₂

10-deacetoxy-10-[2-(o-nitrophenylselenyl)ethyl]-7-O-triethylsilylbaccatin III

[10R]-10-deacetoxy-(3-p-toluenesulfonyloxypropyl)-7-O-triethylsilylbaccatin III

10-allyl-10-deacetoxy-7-O-triethylsilylbaccatin III