tert-butyl-[(3-dimethoxymethyl-phenyl)-(4-pent-1-enyl-phenyl)-methoxy]-dimethyl-silane

Base Information

• Chemical Name: tert-butyl-[(3-dimethoxymethyl-phenyl)-(4-pent-1-enyl-phenyl)-methoxy]-dimethyl-silane
• CAS No.: 164981-02-6
• Molecular Formula: C₂₇H₄₀O₃Si
• Molecular Weight: 440.698
• Mol file: 164981-02-6.mol

Synonyms:tert-butyl-[(3-dimethoxymethyl-phenyl)-(4-pent-1-enyl-phenyl)-methoxy]-dimethyl-silane

Chemical Property of tert-butyl-[(3-dimethoxymethyl-phenyl)-(4-pent-1-enyl-phenyl)-methoxy]-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl-[(3-dimethoxymethyl-phenyl)-(4-pent-1-enyl-phenyl)-methoxy]-dimethyl-silane

There total 4 articles about tert-butyl-[(3-dimethoxymethyl-phenyl)-(4-pent-1-enyl-phenyl)-methoxy]-dimethyl-silane 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: 92.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (3-Dimethoxymethyl-phenyl)-[((Z)-4-pent-1-enyl)-phenyl]-methanol (164981-01-5) → tert-butyl-[(3-dimethoxymethyl-phenyl)-(4-pent-1-enyl-phenyl)-methoxy]-dimethyl-silane (164981-02-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

DOI:10.1016/S0040-4039(02)01056-0

Reference yield:

Isophthalaldehyde (626-19-7) → tert-butyl-[(3-dimethoxymethyl-phenyl)-(4-pent-1-enyl-phenyl)-methoxy]-dimethyl-silane (164981-02-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 90 percent / NH₄NO₃ / methanol / 2 h / Heating

2.1: 88 percent / SiO₂; aq. H₂SO₄ / CH₂Cl₂ / 0.75 h / 20 °C

3.1: nBuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / 1.5 h / -80 °C

3.2: secBuLi / tetrahydrofuran / -80 °C

4.1: 92 percent / imidazole / dimethylformamide / 15 h / 20 °C

With 1H-imidazole; ammonium nitrate; n-butyllithium; sulfuric acid; silica gel; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)01056-0

Reference yield:

isophthalaldehyde bis-dimethylacetal (37832-33-0) → tert-butyl-[(3-dimethoxymethyl-phenyl)-(4-pent-1-enyl-phenyl)-methoxy]-dimethyl-silane (164981-02-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 88 percent / SiO₂; aq. H₂SO₄ / CH₂Cl₂ / 0.75 h / 20 °C

2.1: nBuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / 1.5 h / -80 °C

2.2: secBuLi / tetrahydrofuran / -80 °C

3.1: 92 percent / imidazole / dimethylformamide / 15 h / 20 °C

With 1H-imidazole; n-butyllithium; sulfuric acid; silica gel; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)01056-0

upstream raw materials:

tert-butyldimethylsilyl chloride

(3-Dimethoxymethyl-phenyl)-[((Z)-4-pent-1-enyl)-phenyl]-methanol

Isophthalaldehyde

isophthalaldehyde bis-dimethylacetal

Downstream raw materials:

3-[(tert-butyl-dimethyl-silanyloxy)-(4-pent-1-enyl-phenyl)-methyl]-benzaldehyde

(Z)-6-(3-{Hydroxy-[((Z)-4-pent-1-enyl)-phenyl]-methyl}-phenyl)-hex-5-enoic acid methyl ester

Methyl(5Z)-6-{3-[hydroxy-(4-pentylphenyl)methyl]phenyl}hex-5-enoate