3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-17β-methylene-5β-androstane 14β,20-epoxide

Base Information

• Chemical Name: 3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-17β-methylene-5β-androstane 14β,20-epoxide
• CAS No.: 188976-61-6
• Molecular Formula: C₄₇H₅₄O₉
• Molecular Weight: 762.94
• Mol file: 188976-61-6.mol

Synonyms:3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-17β-methylene-5β-androstane 14β,20-epoxide

Chemical Property of 3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-17β-methylene-5β-androstane 14β,20-epoxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-17β-methylene-5β-androstane 14β,20-epoxide

There total 2 articles about 3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-17β-methylene-5β-androstane 14β,20-epoxide 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%

3-<(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy>-17β-(hydroxymethyl)-5β-androstane-3β,14β-diol (188976-60-5) → 3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-17β-methylene-5β-androstane 14β,20-epoxide (188976-61-6)

Guidance literature:

With pyridine; p-toluenesulfonyl chloride; at 20 ℃; for 16h;

DOI:10.1021/jm960880l

Reference yield:

14-hydroxy-3β-<(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy>-21-nor-5β,14β-pregnane-20-carboxaldehyde (145345-70-6) → 3β-[(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy]-17β-methylene-5β-androstane 14β,20-epoxide (188976-61-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / lithium tri-tert-butoxyaluminum hydride / diethyl ether

2: 54 percent / p-TsCl, pyridine / 16 h / 20 °C

With pyridine; lithium tri(t-butoxy)aluminum hydride; p-toluenesulfonyl chloride; In diethyl ether;

DOI:10.1021/jm960880l

upstream raw materials:

3-<(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy>-17β-(hydroxymethyl)-5β-androstane-3β,14β-diol

14-hydroxy-3β-<(tri-O-benzoyl-α-L-rhamnopyranosyl)oxy>-21-nor-5β,14β-pregnane-20-carboxaldehyde