2-methyl-4-<2,4-dimethoxy-6-<<(tert-butyldimethylsilyl)oxy>methyl>phenyl>-3-butyn-2-ol

Base Information

• Chemical Name: 2-methyl-4-<2,4-dimethoxy-6-<<(tert-butyldimethylsilyl)oxy>methyl>phenyl>-3-butyn-2-ol
• CAS No.: 173074-00-5
• Molecular Formula: C₂₀H₃₂O₄Si
• Molecular Weight: 364.557
• Mol file: 173074-00-5.mol

Synonyms:2-methyl-4-<2,4-dimethoxy-6-<<(tert-butyldimethylsilyl)oxy>methyl>phenyl>-3-butyn-2-ol

Chemical Property of 2-methyl-4-<2,4-dimethoxy-6-<<(tert-butyldimethylsilyl)oxy>methyl>phenyl>-3-butyn-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-4-<2,4-dimethoxy-6-<<(tert-butyldimethylsilyl)oxy>methyl>phenyl>-3-butyn-2-ol

There total 3 articles about 2-methyl-4-<2,4-dimethoxy-6-<<(tert-butyldimethylsilyl)oxy>methyl>phenyl>-3-butyn-2-ol 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) + 2-methyl-4-<2,4-dimethoxy-6-(hydroxymethyl)phenyl>-3-butyn-2-ol (173073-99-9) → 2-methyl-4-<2,4-dimethoxy-6-<<(tert-butyldimethylsilyl)oxy>methyl>phenyl>-3-butyn-2-ol (173074-00-5)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jo9519367

Reference yield:

3,5-dimethoxybenzyl alcohol (705-76-0) → 2-methyl-4-<2,4-dimethoxy-6-<<(tert-butyldimethylsilyl)oxy>methyl>phenyl>-3-butyn-2-ol (173074-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / I₂, acetic acid, aq. H₂O₂ / 1) 0 deg C, 0.5 h; 2) 25 deg C, 2 h

2: 1.) Ph₃P, diethylamine, 2.) PdCl₂, CuI / 1) 25 deg C, 30 min; 2) 0-5 deg C, 50 h

3: 98 percent / imidazole / CH₂Cl₂ / 2 h / Ambient temperature

With 1H-imidazole; copper(l) iodide; dihydrogen peroxide; iodine; acetic acid; diethylamine; triphenylphosphine; palladium dichloride; In dichloromethane;

DOI:10.1021/jo9519367

Reference yield:

2-iodo-3,5-bis(methoxy)benzenemethanol (74726-77-5) → 2-methyl-4-<2,4-dimethoxy-6-<<(tert-butyldimethylsilyl)oxy>methyl>phenyl>-3-butyn-2-ol (173074-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Ph₃P, diethylamine, 2.) PdCl₂, CuI / 1) 25 deg C, 30 min; 2) 0-5 deg C, 50 h

2: 98 percent / imidazole / CH₂Cl₂ / 2 h / Ambient temperature

With 1H-imidazole; copper(l) iodide; diethylamine; triphenylphosphine; palladium dichloride; In dichloromethane;

DOI:10.1021/jo9519367

upstream raw materials:

tert-butyldimethylsilyl chloride

2-methyl-4-<2,4-dimethoxy-6-(hydroxymethyl)phenyl>-3-butyn-2-ol

3,5-dimethoxybenzyl alcohol

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

Downstream raw materials:

tert-Butyl-(3,5-dimethoxy-2-vinyl-benzyloxy)-dimethyl-silane

2,4-dimethoxy-6-<<(tert-butyldimethylsilyl)oxy>methyl>ethynylbenzene