4-[(tert-butyldimethylsilyl)oxy]-3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene

Base Information

• Chemical Name: 4-[(tert-butyldimethylsilyl)oxy]-3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene
• CAS No.: 159500-10-4
• Molecular Formula: C₂₈H₃₆Cl₂O₇Si
• Molecular Weight: 583.581
• Mol file: 159500-10-4.mol

Synonyms:4-[(tert-butyldimethylsilyl)oxy]-3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene

Chemical Property of 4-[(tert-butyldimethylsilyl)oxy]-3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(tert-butyldimethylsilyl)oxy]-3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene

There total 1 articles about 4-[(tert-butyldimethylsilyl)oxy]-3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene 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: 43.0%

[3-[(tert-butyldimethylsilyl)oxy]propyl]triphenylphosphonium bromide (120379-76-2) + 3,3'-dichloro-4,4'-dimethoxy-5,5'-bis(methoxycarbonyl)benzophenone (154023-65-1) → 4-[(tert-butyldimethylsilyl)oxy]-3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene (159500-10-4)

Guidance literature:

With n-butyllithium; In 1,2-dimethoxyethane; at 63 ℃; for 22h;

DOI:10.1021/jm960082v

Reference yield: 78.0%

4-[(tert-butyldimethylsilyl)oxy]-3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene (159500-10-4) → 3',3''-dichloro-4-hydroxy-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene (159500-11-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 2.5h;

DOI:10.1021/jm960082v

Reference yield:

4-[(tert-butyldimethylsilyl)oxy]-3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene (159500-10-4) → 4-bromo-3',3''-dichloro-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / n-Bu₄NF / tetrahydrofuran / 2.5 h / 0 °C

2: 82 percent / CBr₄, PPh₃ / acetonitrile / 2 h / Heating

With carbon tetrabromide; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm960082v

upstream raw materials:

[3-[(tert-butyldimethylsilyl)oxy]propyl]triphenylphosphonium bromide

3,3'-dichloro-4,4'-dimethoxy-5,5'-bis(methoxycarbonyl)benzophenone

Downstream raw materials:

3',3''-dichloro-4-hydroxy-4',4''-dimethoxy-5',5''-bis(methoxycarbonyl)-1,1-diphenyl-1-butene