3β-(tert-butyldiphenylsiloxy)-20,20-ethylenedioxy-14β-hydroxy-5β-pregn-12β-acetate

Base Information

• Chemical Name: 3β-(tert-butyldiphenylsiloxy)-20,20-ethylenedioxy-14β-hydroxy-5β-pregn-12β-acetate
• CAS No.: 1393730-35-2
• Molecular Formula: C₄₁H₅₈O₆Si
• Molecular Weight: 674.993
• Mol file: 1393730-35-2.mol

Synonyms:3β-(tert-butyldiphenylsiloxy)-20,20-ethylenedioxy-14β-hydroxy-5β-pregn-12β-acetate

Chemical Property of 3β-(tert-butyldiphenylsiloxy)-20,20-ethylenedioxy-14β-hydroxy-5β-pregn-12β-acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3β-(tert-butyldiphenylsiloxy)-20,20-ethylenedioxy-14β-hydroxy-5β-pregn-12β-acetate

There total 5 articles about 3β-(tert-butyldiphenylsiloxy)-20,20-ethylenedioxy-14β-hydroxy-5β-pregn-12β-acetate 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: 97.0%

3β-(tert-butyldiphenylsiloxy)-12β-acetyl-14β-hydroxy-5β,14β-pregn-20-one (1393730-34-1) + ethylene glycol (107-21-1) → 3β-(tert-butyldiphenylsiloxy)-20,20-ethylenedioxy-14β-hydroxy-5β-pregn-12β-acetate (1393730-35-2)

Guidance literature:

With toluene-4-sulfonic acid; orthoformic acid triethyl ester; In benzene; at 20 ℃; Inert atmosphere;

DOI:10.1039/c2cc34404a

Reference yield:

12β-acetoxy-3β,14β-dihydroxy-5β,14β-card-20(22)-enolide (20830-74-4,36083-89-3,91024-45-2,105820-99-3) → 3β-(tert-butyldiphenylsiloxy)-20,20-ethylenedioxy-14β-hydroxy-5β-pregn-12β-acetate (1393730-35-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.1: ozone / dichloromethane / -60 °C / Inert atmosphere

2.2: 3 h / 80 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid; orthoformic acid triethyl ester / benzene / 20 °C / Inert atmosphere

With 1H-imidazole; toluene-4-sulfonic acid; ozone; orthoformic acid triethyl ester; In dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1039/c2cc34404a

Reference yield:

3β-(tert-butyldiphenylsiloxy)-12β-acetyl-14β-hydroxy-5β,14β-card-20(22)-enolide (1393730-33-0) → 3β-(tert-butyldiphenylsiloxy)-20,20-ethylenedioxy-14β-hydroxy-5β-pregn-12β-acetate (1393730-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ozone / dichloromethane / -60 °C / Inert atmosphere

1.2: 3 h / 80 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid; orthoformic acid triethyl ester / benzene / 20 °C / Inert atmosphere

With toluene-4-sulfonic acid; ozone; orthoformic acid triethyl ester; In dichloromethane; benzene;

DOI:10.1039/c2cc34404a

upstream raw materials:

3β-(tert-butyldiphenylsiloxy)-12β-acetyl-14β-hydroxy-5β,14β-card-20(22)-enolide

3β-(tert-butyldiphenylsiloxy)-12β-acetyl-14β-hydroxy-5β,14β-pregn-20-one

ethylene glycol

(+)-12,3'a,3'b,3'c,4'c-penta-O-acetyldigoxin

Downstream raw materials:

P57AS3

14β-hydroxypregn-5-ene-12β-tigloyl-20-one-3-O-(β-D-thevetopyranosyl)-(1->4)-α-D-cymaropyranosyl-(1->4)-β-D-cymaropyranoside

Refernces