(Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate

Base Information

• Chemical Name: (Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate
• CAS No.: 145745-77-3
• Molecular Formula: C₁₃H₁₇BrO₂Si
• Molecular Weight: 313.266
• Mol file: 145745-77-3.mol

Synonyms:(Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate

Chemical Property of (Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate

There total 6 articles about (Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate 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: 90.0%

(E)-methyl 3-dimethyl(phenyl)silyl-2-hydroxymethylprop-2-enoate (145746-07-2) → (Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate (145745-77-3)

Guidance literature:

With triphenylphosphine monolith functionalized with carbon tetrabromide; In dichloromethane; at 0 ℃; for 14.5h; under 5171.62 Torr; Flow reactor;

DOI:10.3762/bjoc.9.207

Reference yield:

(E)-2-hydroxymethyl-2-[(dimethylphenylsilyl)methylene]ethanal (119481-06-0) → (Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate (145745-77-3)

Guidance literature:

Multi-step reaction with 3 steps

1: KH₂PO₄, K₂HPO₄, NaClO₂, 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 1.5 h / 30 °C

2: CH₂Cl₂

3: 69 percent / N-bromosuccinimide, triphenylphosphine / CH₂Cl₂ / 25 °C

With sodium chlorite; dipotassium hydrogenphosphate; potassium dihydrogenphosphate; N-Bromosuccinimide; 2-methyl-but-2-ene; triphenylphosphine; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1039/P19920002735

Reference yield:

(E)-3-(Dimethyl-phenyl-silanyl)-2-hydroxymethyl-acrylic acid → (Z)-methyl 2-bromomethyl-3-dimethyl(phenyl)silylprop-2-enoate (145745-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂

2: 69 percent / N-bromosuccinimide, triphenylphosphine / CH₂Cl₂ / 25 °C

With N-Bromosuccinimide; triphenylphosphine; In dichloromethane;

DOI:10.1039/P19920002735

upstream raw materials:

Propiolaldehyde diethyl acetal

dimethyl(phenyl)silyllithium

(E)-methyl 3-dimethyl(phenyl)silyl-2-hydroxymethylprop-2-enoate

(E)-2-hydroxymethyl-2-[(dimethylphenylsilyl)methylene]ethanal

Downstream raw materials:

(2E)-Methyl 2-<(E)-1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-4',4'-(ethylenedioxy)-3'-methylpent-2'-enyloxymethyl>-3-propenoate

(E)-methyl 2-<2'-tert-butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>ethoxymethyl>-3-dimethyl(phenyl)silylprop-2-enoate

(R*,RS)-methyl 2-<<2'-tert-butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>ethoxy>methyl>prop-2-enoate

(1R,3aR,4R,8bR)-1-[2-(2,2-Dimethoxy-ethyl)-[1,3]dithian-2-yl]-4-(dimethyl-phenyl-silanyl)-1,4,5,7,8,8b-hexahydro-benzo[1,2-b;3,4-c']difuran-3a-carboxylic acid methyl ester