3β-benzoyloxylanost-7-ene

Base Information

• Chemical Name: 3β-benzoyloxylanost-7-ene
• CAS No.: 131975-38-7
• Molecular Formula: C₃₇H₅₆O₂
• Molecular Weight: 532.85
• Mol file: 131975-38-7.mol

Synonyms:

Chemical Property of 3β-benzoyloxylanost-7-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3β-benzoyloxylanost-7-ene

There total 15 articles about 3β-benzoyloxylanost-7-ene 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:

3β-benzoyloxylanost-7β-ol → C37H56O2 + 3β-benzoyloxylanost-7-ene (131975-38-7)

Guidance literature:

With pyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -10 ℃; for 5h; Overall yield = 96 %; Overall yield = 1.38 g; regioselective reaction;

DOI:10.1039/c5ra25845f

Reference yield:

7β-acetoxylanost-9-ene → 3β-benzoyloxylanost-7-ene (131975-38-7)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid; hydrogen; palladium 10% on activated carbon / methanol / 72 h / 120 °C

2: pyridine; dmap / 6 h / 0 - 18 °C

3: acetyl chloride / methanol; chloroform / 24 h / 0 - 40 °C

4: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 5 h / -10 °C

With pyridine; dmap; trifluoromethylsulfonic anhydride; palladium 10% on activated carbon; hydrogen; acetic acid; acetyl chloride; In methanol; dichloromethane; chloroform;

DOI:10.1039/c5ra25845f

Reference yield:

24,25-dihydrolanosterol (79-62-9,564-60-3,6198-06-7,6593-55-1,13879-09-9,39701-94-5,59684-64-9,78821-82-6) → 3β-benzoyloxylanost-7-ene (131975-38-7)

Guidance literature:

Multi-step reaction with 11 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 5 h / 45 °C

2: potassium permanganate; 18-crown-6 ether / water; dichloromethane / 24 h / 18 °C / Inert atmosphere

3: acetic acid; zinc / 2 h / 120 °C

4: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 13 °C

5: pyridine; dmap / 0 - 17 °C / Inert atmosphere

6: triethylamine; methanesulfonyl chloride / dichloromethane

7: pyridine hydrogenfluoride / tetrahydrofuran / 6 h / 40 °C

8: acetic acid; hydrogen; palladium 10% on activated carbon / methanol / 72 h / 120 °C

9: pyridine; dmap / 6 h / 0 - 18 °C

10: acetyl chloride / methanol; chloroform / 24 h / 0 - 40 °C

11: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 5 h / -10 °C

With pyridine; 1H-imidazole; dmap; potassium permanganate; lithium aluminium tetrahydride; 18-crown-6 ether; trifluoromethylsulfonic anhydride; palladium 10% on activated carbon; hydrogen; pyridine hydrogenfluoride; acetic acid; methanesulfonyl chloride; triethylamine; acetyl chloride; zinc; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1039/c5ra25845f

upstream raw materials:

benzoyl chloride

24,25-dihydrolanosterol

Downstream raw materials:

3β-benzoyloxy-lanost-8-ene

24,25-dihydroparkeol benzoate

Refernces