2α-benzoyloxy-5β,20-epoxy-4α-hydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one

Base Information

• Chemical Name: 2α-benzoyloxy-5β,20-epoxy-4α-hydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one
• CAS No.: 532935-93-6
• Molecular Formula: C₃₀H₃₈O₇
• Molecular Weight: 510.628
• Mol file: 532935-93-6.mol

Synonyms:2α-benzoyloxy-5β,20-epoxy-4α-hydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one

Chemical Property of 2α-benzoyloxy-5β,20-epoxy-4α-hydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2α-benzoyloxy-5β,20-epoxy-4α-hydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one

There total 20 articles about 2α-benzoyloxy-5β,20-epoxy-4α-hydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one 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: 99.0%

C31H42O10S (931422-04-7) → 2α-benzoyloxy-5β,20-epoxy-4α-hydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one (532935-93-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene;

DOI:10.1016/j.bmcl.2006.09.068

Reference yield: 65.0%

benzoic acid (65-85-0,8013-63-6) + 5β,20-epoxy-2α,4α-dihydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one (532935-91-4) → 2α-benzoyloxy-5β,20-epoxy-4α-hydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one (532935-93-6) + 5β-benzoyloxy-2α,20-epoxy-4α-hydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In acetonitrile; at 0 ℃; for 24h;

DOI:10.1016/S0040-4020(03)00048-6

Reference yield:

C30H40O8 (931422-01-4) → 2α-benzoyloxy-5β,20-epoxy-4α-hydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one (532935-93-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / pyridine

2: 39 percent / TBAF / tetrahydrofuran

3: 99 percent / DBU / toluene

With pyridine; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; toluene;

DOI:10.1016/j.bmcl.2006.09.068

upstream raw materials:

benzoic acid

5β,20-epoxy-2α,4α-dihydroxy-9α,10β-isopropylidenedioxy-11-taxen-13-one

C₃₁H₄₂O₁₀S

C₃₉H₄₄O₇

Downstream raw materials:

9α,10β-diacetoxy-2α-benzoyloxy-5β,20-epoxy-4α-hydroxy-11-taxen-13-one

2α-benzoyloxy-5β,20-epoxy-4α,9α,10β-trihydroxy-11-taxen-13-one