2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-benzoic acid methyl ester

Base Information

• Chemical Name: 2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-benzoic acid methyl ester
• CAS No.: 857468-68-9
• Molecular Formula: C₂₉H₃₆O₅Si
• Molecular Weight: 492.687
• Mol file: 857468-68-9.mol

Synonyms:2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-benzoic acid methyl ester

Chemical Property of 2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-benzoic acid methyl ester

There total 3 articles about 2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-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: 82.0%

(3,5-bis-benzyloxy-2-iodo-benzyloxy)-tert-butyl-dimethyl-silane (857468-65-6) + methanol (67-56-1) + carbon monoxide (201230-82-2) → 2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-benzoic acid methyl ester (857468-68-9)

Guidance literature:

With potassium carbonate; triethylamine; triphenylphosphine; palladium dichloride; at 60 ℃; for 18h; under 4137.18 Torr;

DOI:10.1016/j.tetlet.2005.04.073

Reference yield:

2-iodo-3,5-bis(phenylmethoxy)benzenemethanol (934243-80-8) → 2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-benzoic acid methyl ester (857468-68-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 8 h / 20 °C

2: 82 percent / PPh₃; K₂CO₃; Et₃N / PdCl₂ / 18 h / 60 °C / 4137.18 Torr

With dmap; potassium carbonate; triethylamine; triphenylphosphine; palladium dichloride; In dichloromethane;

DOI:10.1016/j.tetlet.2005.04.073

Reference yield:

3,5-dibenzyloxybenzyl alcohol (24131-31-5) → 2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-benzoic acid methyl ester (857468-68-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / N-iodosuccinimide / dimethylformamide / 12 h / 20 °C

2: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 8 h / 20 °C

3: 82 percent / PPh₃; K₂CO₃; Et₃N / PdCl₂ / 18 h / 60 °C / 4137.18 Torr

With dmap; N-iodo-succinimide; potassium carbonate; triethylamine; triphenylphosphine; palladium dichloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2005.04.073

upstream raw materials:

(3,5-bis-benzyloxy-2-iodo-benzyloxy)-tert-butyl-dimethyl-silane

methanol

carbon monoxide

2-iodo-3,5-bis(phenylmethoxy)benzenemethanol

Downstream raw materials:

{2-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2-oxo-ethyl}-phosphonic acid dimethyl ester

6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-hexa-2,4-dien-1-one

(4R,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-4,5-dihydroxy-hex-2-en-1-one