[3-benzyloxy-2-(2,2-dibromo-vinyl)-5-methoxymethoxy-benzyloxy]-tert-butyl-diphenyl-silane

Base Information

• Chemical Name: [3-benzyloxy-2-(2,2-dibromo-vinyl)-5-methoxymethoxy-benzyloxy]-tert-butyl-diphenyl-silane
• CAS No.: 741265-45-2
• Molecular Formula: C₃₄H₃₆Br₂O₄Si
• Molecular Weight: 696.551
• Mol file: 741265-45-2.mol

Synonyms:[3-benzyloxy-2-(2,2-dibromo-vinyl)-5-methoxymethoxy-benzyloxy]-tert-butyl-diphenyl-silane

Chemical Property of [3-benzyloxy-2-(2,2-dibromo-vinyl)-5-methoxymethoxy-benzyloxy]-tert-butyl-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-benzyloxy-2-(2,2-dibromo-vinyl)-5-methoxymethoxy-benzyloxy]-tert-butyl-diphenyl-silane

There total 6 articles about [3-benzyloxy-2-(2,2-dibromo-vinyl)-5-methoxymethoxy-benzyloxy]-tert-butyl-diphenyl-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: 85.0%

carbon tetrabromide (558-13-4) + 2-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-benzaldehyde (741265-64-5) → [3-benzyloxy-2-(2,2-dibromo-vinyl)-5-methoxymethoxy-benzyloxy]-tert-butyl-diphenyl-silane (741265-45-2)

Guidance literature:

With triphenylphosphine; at 0 ℃; for 0.333333h;

DOI:10.1002/anie.200453801

Reference yield:

(2-bromo-3,5-bis(methoxymethoxy)phenyl)methanol (79834-15-4) → [3-benzyloxy-2-(2,2-dibromo-vinyl)-5-methoxymethoxy-benzyloxy]-tert-butyl-diphenyl-silane (741265-45-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: MeLi / tetrahydrofuran / 0.17 h / -78 °C

1.2: 97 percent / n-BuLi / tetrahydrofuran / 0.08 h / -78 °C

2.1: 78 percent / imidazole / dimethylformamide / 0 - 20 °C

3.1: montmorillonite K-10 / benzene / 20 - 40 °C

4.1: NaH / dimethylformamide / 10 h / 0 - 20 °C

5.1: 85 percent / PPh₃ / 0.33 h / 0 °C

With 1H-imidazole; montmorillonite K-10; methyllithium; sodium hydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;

DOI:10.1002/anie.200453801

Reference yield:

benzyl bromide (100-39-0) → [3-benzyloxy-2-(2,2-dibromo-vinyl)-5-methoxymethoxy-benzyloxy]-tert-butyl-diphenyl-silane (741265-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide / 10 h / 0 - 20 °C

2: 85 percent / PPh₃ / 0.33 h / 0 °C

With sodium hydride; triphenylphosphine; In N,N-dimethyl-formamide;

DOI:10.1002/anie.200453801

upstream raw materials:

carbon tetrabromide

2-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-benzaldehyde

(2-bromo-3,5-bis(methoxymethoxy)phenyl)methanol

benzyl bromide

Downstream raw materials:

8-benzyloxy-3-(2-benzyloxy-6-formyl-4-methoxymethoxy-phenyl)-1,4-dimethoxy-naphthalene-2-carbaldehyde