carbonic acid (Z)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-vinyl ester cyclohex-2-enyl ester

Base Information

• Chemical Name: carbonic acid (Z)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-vinyl ester cyclohex-2-enyl ester
• CAS No.: 925462-20-0
• Molecular Formula: C₂₁H₃₀O₄Si
• Molecular Weight: 374.552
• Mol file: 925462-20-0.mol

Synonyms:carbonic acid (Z)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-vinyl ester cyclohex-2-enyl ester

Chemical Property of carbonic acid (Z)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-vinyl ester cyclohex-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of carbonic acid (Z)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-vinyl ester cyclohex-2-enyl ester

There total 3 articles about carbonic acid (Z)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-vinyl ester cyclohex-2-enyl ester 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: 55.0%

2-(tert-butyldimethylsilanyloxy)-1-phenylethan-1-one (103548-04-5) + cyclohex-2-en-1-yl 1H-imidazole-1-carboxylate (141037-04-9) → carbonic acid (Z)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-vinyl ester cyclohex-2-enyl ester (925462-20-0) + carbonic acid (Z)-2-(tert-butyldimethylsilanyloxy)-1-phenyl-vinyl ester cyclohex-2-enyl ester (925462-21-1)

Guidance literature:

2-(tert-butyldimethylsilanyloxy)-1-phenylethan-1-one; With sodium hexamethyldisilazane; In 1,2-dimethoxyethane; at -78 ℃; for 0.5h;

cyclohex-2-en-1-yl 1H-imidazole-1-carboxylate; With boron trifluoride diethyl etherate; In 1,2-dimethoxyethane; at -78 ℃; for 0.5h; Further stages.;

DOI:10.1021/jo7016313

Reference yield:

tert-butyldimethyl(1-phenylvinyloxy)silane (66324-10-5) + chloroformiate de 1-cyclohexenyle (141036-93-3) → carbonic acid (Z)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-vinyl ester cyclohex-2-enyl ester (925462-20-0) + carbonic acid (Z)-2-(tert-butyldimethylsilanyloxy)-1-phenyl-vinyl ester cyclohex-2-enyl ester (925462-21-1)

Guidance literature:

tert-butyldimethyl(1-phenylvinyloxy)silane; With N,N,N,N,-tetramethylethylenediamine; sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

chloroformiate de 1-cyclohexenyle; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ja067342a

Reference yield:

Cyclohex-2-enol (822-67-3) → carbonic acid (Z)-2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-vinyl ester cyclohex-2-enyl ester (925462-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene; tetrahydrofuran / 0.83 h / cooling

2.1: sodium hexamethyldisilazane; tetramethylethylenediamine / tetrahydrofuran / 1 h / -78 °C

2.2: 580 mg / tetrahydrofuran / -78 - 20 °C

With N,N,N,N,-tetramethylethylenediamine; sodium hexamethyldisilazane; In tetrahydrofuran; toluene;

DOI:10.1021/ja067342a

upstream raw materials:

tert-butyldimethyl(1-phenylvinyloxy)silane

chloroformiate de 1-cyclohexenyle

2-(tert-butyldimethylsilanyloxy)-1-phenylethan-1-one

cyclohex-2-en-1-yl 1H-imidazole-1-carboxylate

Downstream raw materials:

carbonic acid (Z)-2-(tert-butyl-dimethylsilanyloxy)-2-phenyl-vinyl ester cyclohept-2-enyl ester