4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-yn-1-ol

Base Information

• Chemical Name: 4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-yn-1-ol
• CAS No.: 265094-01-7
• Molecular Formula: C₂₈H₄₂O₃Si₂
• Molecular Weight: 482.811
• Mol file: 265094-01-7.mol

Synonyms:4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-yn-1-ol

Chemical Property of 4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-yn-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-yn-1-ol

There total 5 articles about 4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-yn-1-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: 81.0%

1-[4-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-ynyloxymethyl]-4-methoxy-benzene (265094-00-6) → 4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-yn-1-ol (265094-01-7)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;

DOI:10.1016/S0040-4039(99)02290-X

Reference yield:

3-(tert-butyldiphenylsilyloxy)-1-propanal (112897-03-7) → 4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-yn-1-ol (265094-01-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / tetrahydrofuran

2: 95 percent / imidazole

3: 81 percent / aq. DDQ / CH₂Cl₂

With 1H-imidazole; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; 1: Addition / 2: Etherification / 3: Reduction;

DOI:10.1016/S0040-4039(99)02290-X

Reference yield:

3-(tert-butyldiphenylsilyloxy)propan-1-ol (127047-71-6) → 4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-yn-1-ol (265094-01-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂

2: 96 percent / tetrahydrofuran

3: 95 percent / imidazole

4: 81 percent / aq. DDQ / CH₂Cl₂

With 1H-imidazole; oxalyl dichloride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; 1: Oxidation / 2: Addition / 3: Etherification / 4: Reduction;

DOI:10.1016/S0040-4039(99)02290-X

upstream raw materials:

1-[4-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-ynyloxymethyl]-4-methoxy-benzene

3-(tert-butyldiphenylsilyloxy)-1-propanal

3-(tert-butyldiphenylsilyloxy)propan-1-ol

tert-butylchlorodiphenylsilane

Downstream raw materials:

methanesulfonic acid 4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-2-ynyl ester

5-[4-(tert-butyl-diphenyl-silanyloxy)-2-oxo-butyl]-2-methyl-furan-3-carboxylic acid methyl ester

2-acetyl-8-(tert-butyl-diphenyl-silanyloxy)-6-oxo-oct-4-ynoic acid methyl ester

2-acetyl-8-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-oct-4-ynoic acid methyl ester