4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-podophyllotoxone

Base Information

• Chemical Name: 4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-podophyllotoxone
• CAS No.: 491580-64-4
• Molecular Formula: C₂₇H₃₂O₈Si
• Molecular Weight: 512.632
• Mol file: 491580-64-4.mol

Synonyms:4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-podophyllotoxone

Chemical Property of 4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-podophyllotoxone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-podophyllotoxone

There total 3 articles about 4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-podophyllotoxone 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: 88.0%

4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-4-epipodophyllotoxin (118356-07-3) → 4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-podophyllotoxone (491580-64-4)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 0.333333h;

DOI:10.1016/S0968-0896(02)00255-9

Reference yield:

4'-demethylepipodophyllotoxin (6559-91-7) → 4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-podophyllotoxone (491580-64-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / imidazole / dimethylformamide / 4.5 h

2: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h

With 1H-imidazole; Dess-Martin periodane; In dichloromethane; N,N-dimethyl-formamide; 2: Dess-Martin oxidation;

DOI:10.1016/S0968-0896(02)00255-9

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-podophyllotoxone (491580-64-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / imidazole / dimethylformamide / 4.5 h

2: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h

With 1H-imidazole; Dess-Martin periodane; In dichloromethane; N,N-dimethyl-formamide; 2: Dess-Martin oxidation;

DOI:10.1016/S0968-0896(02)00255-9

upstream raw materials:

4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-4-epipodophyllotoxin

4'-demethylepipodophyllotoxin

tert-butyldimethylsilyl chloride

Downstream raw materials:

4'-O-tert-butyldimethylsilanyl-4'-O-demethyl-4-deoxy-4-methylene-podophyllotoxin

4'-O-benzyloxycarbonyl-4'-O-demethyl-4-deoxy-4-hydroxymethyl-epipodophyllotoxin

4'-O-benzyloxycarbonyl-4'-O-demethyl-4-deoxy-4-hydroxymethyl-podophyllotoxin

4'-O-benzyloxycarbonyl-4'-O-demethyl-4-deoxy-4-formyl-epipodophyllotoxin