(E)-3-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-acrylic acid methyl ester

Base Information

• Chemical Name: (E)-3-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-acrylic acid methyl ester
• CAS No.: 216572-79-1
• Molecular Formula: C₁₇H₂₆O₃Si
• Molecular Weight: 306.477
• Mol file: 216572-79-1.mol

Synonyms:(E)-3-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-acrylic acid methyl ester

Chemical Property of (E)-3-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-acrylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-acrylic acid methyl ester

There total 3 articles about (E)-3-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-acrylic acid methyl 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: 98.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 3-(2-hydroxymethylphenyl)acrylic acid methyl ester (216572-78-0) → (E)-3-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-acrylic acid methyl ester (216572-79-1)

Guidance literature:

In N,N-dimethyl-formamide; for 0.25h; Ambient temperature;

DOI:10.1016/S0040-4039(98)01834-6

Reference yield:

(E)-methyl 3-(2-formylphenyl)acrylate (52753-91-0,132316-45-1) → (E)-3-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-acrylic acid methyl ester (216572-79-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / aq. methanol / 2 h / 0 °C

2: 96 percent / imidazole / dimethylformamide / 0.25 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)00708-0

Reference yield:

o-phthalic dicarboxaldehyde (643-79-8) → (E)-3-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-acrylic acid methyl ester (216572-79-1)

Guidance literature:

Multi-step reaction with 3 steps

1: n-BuLi / tetrahydrofuran / 5 h / -78 - 20 °C

2: NaBH₄ / aq. methanol / 2 h / 0 °C

3: 96 percent / imidazole / dimethylformamide / 0.25 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Horner-Wadsworth-Emmons reaction;

DOI:10.1016/S0040-4039(01)00708-0

upstream raw materials:

tert-butyldimethylsilyl chloride

3-(2-hydroxymethylphenyl)acrylic acid methyl ester

(E)-methyl 3-(2-formylphenyl)acrylate

o-phthalic dicarboxaldehyde

Downstream raw materials:

Acetic acid 2-[1-(2-acetylsulfanylmethyl-phenyl)-meth-(E)-ylidene]-8-methoxy-1-(3-phenylsulfanyl-prop-1-ynyl)-oct-3-ynyl ester

Acetic acid 2-[1-(2-hydroxymethyl-phenyl)-meth-(E)-ylidene]-8-methoxy-1-(3-phenylsulfanyl-prop-1-ynyl)-oct-3-ynyl ester

Acetic acid 2-[1-(2-acetylsulfanylmethyl-phenyl)-meth-(E)-ylidene]-8-methoxy-1-phenylethynyl-oct-3-ynyl ester

5-[1-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-meth-(E)-ylidene]-11-methoxy-1-phenylsulfanyl-undeca-2,6-diyn-4-ol