5,7-bisdehydro-3β-acetoxy-17β-benzoyloxy-androstane

Base Information

• Chemical Name: 5,7-bisdehydro-3β-acetoxy-17β-benzoyloxy-androstane
• CAS No.: 123131-09-9
• Molecular Formula: C₂₈H₃₄O₄
• Molecular Weight: 434.576
• Mol file: 123131-09-9.mol

Synonyms:

Chemical Property of 5,7-bisdehydro-3β-acetoxy-17β-benzoyloxy-androstane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,7-bisdehydro-3β-acetoxy-17β-benzoyloxy-androstane

There total 4 articles about 5,7-bisdehydro-3β-acetoxy-17β-benzoyloxy-androstane 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%

Benzoic acid (3S,7S,8R,9S,10R,13S,14S,17S)-3-acetoxy-7-bromo-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester (123131-30-6) → 5,7-bisdehydro-3β-acetoxy-17β-benzoyloxy-androstane (123131-09-9)

Guidance literature:

With 2-methylquinoline; In xylene; for 1h; Heating;

Reference yield:

3β-acetoxy-17β-benzoyloxy-androst-5-ene (5953-63-9) → 5,7-bisdehydro-3β-acetoxy-17β-benzoyloxy-androstane (123131-09-9)

Guidance literature:

With tetrachloromethane; N-Bromosuccinimide; Petroleum ether; Erhitzen des Reaktionsprodukts mit 2,4,6-Trimethyl-pyridin in Xylol;

DOI:10.1021/jo50001a016

Reference yield:

prasterone acetate (853-23-6) → 5,7-bisdehydro-3β-acetoxy-17β-benzoyloxy-androstane (123131-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃*2Py / CH₂Cl₂ / Ambient temperature

2: (i) NaBH₄ (ii) /BRN= 471389/, Py, (iii) N,N-dimethylaniline

With dipyridine chromium trioxide; In dichloromethane;

upstream raw materials:

3β-acetoxy-17β-benzoyloxy-androst-5-ene

Benzoic acid (3S,7S,8R,9S,10R,13S,14S,17S)-3-acetoxy-7-bromo-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester

3-O-acetyl-7-oxo-dehydroepiandrosterone

benzoyl chloride

Downstream raw materials:

17β-benzoyloxy-androsta-5,7-dien-3β-ol

Refernces