(20α,22β,25R)-3β-Acetoxyfurost-5-ene-26-(p-toluenesulfonate)

Base Information

• Chemical Name: (20α,22β,25R)-3β-Acetoxyfurost-5-ene-26-(p-toluenesulfonate)
• CAS No.: 156207-54-4
• Molecular Formula: C₃₆H₅₂O₆S
• Molecular Weight: 612.871
• Mol file: 156207-54-4.mol

Synonyms:(20α,22β,25R)-3β-Acetoxyfurost-5-ene-26-(p-toluenesulfonate)

Chemical Property of (20α,22β,25R)-3β-Acetoxyfurost-5-ene-26-(p-toluenesulfonate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (20α,22β,25R)-3β-Acetoxyfurost-5-ene-26-(p-toluenesulfonate)

There total 4 articles about (20α,22β,25R)-3β-Acetoxyfurost-5-ene-26-(p-toluenesulfonate) 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: 90.0%

p-toluenesulfonyl chloride (98-59-9) + (22β,25R)-3β,26-dihydroxyfurost-5-en-3β-acetate (439917-15-4) → (20α,22β,25R)-3β-Acetoxyfurost-5-ene-26-(p-toluenesulfonate) (156207-54-4)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1081/SCC-120028627

Reference yield:

(22β,25R)-3β,26-dihydroxyfurost-5-en-3β-acetate (439917-15-4) → (20α,22β,25R)-3β-Acetoxyfurost-5-ene-26-(p-toluenesulfonate) (156207-54-4)

Guidance literature:

With dmap; triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 25 ℃; for 6h;

DOI:10.1016/j.steroids.2012.05.002

Reference yield:

diosgenin (512-04-9) → (20α,22β,25R)-3β-Acetoxyfurost-5-ene-26-(p-toluenesulfonate) (156207-54-4)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 14 h / 20 °C

2: 8.8 g / sodium cyanoborohydride; glacial acetic acid / CH₂Cl₂ / 8 h

3: 90 percent / 4-(dimethylamino)pyridine; pyridine / CH₂Cl₂ / 12 h / 20 °C

With pyridine; dmap; sodium cyanoborohydride; acetic acid; In pyridine; dichloromethane;

DOI:10.1081/SCC-120028627

upstream raw materials:

p-toluenesulfonyl chloride

(22β,25R)-3β,26-dihydroxyfurost-5-en-3β-acetate

diosgenin

diosgenin acetate

Downstream raw materials:

(22R)-3β-acetoxy-22-tert-butyldimethylsilyloxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene

(22R)-3β-acetoxy-22-tert-butyldimethylsilyloxy-16β-(4-nitrobenzoyloxy)cholesta-5,17(20)-diene

(20R)-3β-acetoxy-16β-(2,4-dinitrobenzoyloxy)-20,22-epoxycholesta-5-ene-17α-ol

(22R)-3β-acetoxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene-22-ol