2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzoic acid methyl ester

Base Information

• Chemical Name: 2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzoic acid methyl ester
• CAS No.: 461435-07-4
• Molecular Formula: C₃₃H₄₂O₅Si
• Molecular Weight: 546.779
• Mol file: 461435-07-4.mol

Synonyms:2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzoic acid methyl ester

Chemical Property of 2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzoic acid methyl ester

There total 5 articles about 2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzoic 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: 85.0%

isobutenyltributyltin (66680-86-2) + 2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-iodo-benzoic acid methyl ester (461435-06-3) → 2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzoic acid methyl ester (461435-07-4)

Guidance literature:

With tris-(o-tolyl)phosphine; trans-benzyl(chloro)-bis(triphenylphosphine)palladium(II); In N,N-dimethyl-formamide; at 100 ℃; for 24h;

DOI:10.1021/ol026382q

Reference yield:

benzyl bromide (100-39-0) → 2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzoic acid methyl ester (461435-07-4)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / acetone / 24 h / Heating

2: 4.30 g / imidazole / dimethylformamide / 24 h

3: 85 percent / (o-tol)3P / trans-ClBnPd(PPh₃)2 / dimethylformamide / 24 h / 100 °C

With 1H-imidazole; potassium carbonate; tris-(o-tolyl)phosphine; trans-benzyl(chloro)-bis(triphenylphosphine)palladium(II); In N,N-dimethyl-formamide; acetone; 3: Stille cross-coupling;

DOI:10.1021/ol026382q

Reference yield:

2,4-Dihydroxy-3-hydroxymethyl-benzoic acid methyl ester (182744-65-6) → 2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2-methyl-propenyl)-benzoic acid methyl ester (461435-07-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / benzyltrimethylammonium dichloroiodate; sodium bicarbonate / methanol / 2.75 h

2: K₂CO₃ / acetone / 24 h / Heating

3: 4.30 g / imidazole / dimethylformamide / 24 h

4: 85 percent / (o-tol)3P / trans-ClBnPd(PPh₃)2 / dimethylformamide / 24 h / 100 °C

With 1H-imidazole; sodium hydrogencarbonate; potassium carbonate; N,N,N-trimethylbenzenemethanaminium dichloroiodate; tris-(o-tolyl)phosphine; trans-benzyl(chloro)-bis(triphenylphosphine)palladium(II); In methanol; N,N-dimethyl-formamide; acetone; 4: Stille cross-coupling;

DOI:10.1021/ol026382q

upstream raw materials:

isobutenyltributyltin

2,4-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-5-iodo-benzoic acid methyl ester

benzyl bromide

2,4-Dihydroxy-3-hydroxymethyl-benzoic acid methyl ester