10-(tert-butyl-diphenyl-silanyloxy)-dec-2-enoic acid methyl ester

Base Information

• Chemical Name: 10-(tert-butyl-diphenyl-silanyloxy)-dec-2-enoic acid methyl ester
• CAS No.: 285998-58-5
• Molecular Formula: C₂₇H₃₈O₃Si
• Molecular Weight: 438.682
• Mol file: 285998-58-5.mol

Synonyms:10-(tert-butyl-diphenyl-silanyloxy)-dec-2-enoic acid methyl ester

Chemical Property of 10-(tert-butyl-diphenyl-silanyloxy)-dec-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10-(tert-butyl-diphenyl-silanyloxy)-dec-2-enoic acid methyl ester

There total 4 articles about 10-(tert-butyl-diphenyl-silanyloxy)-dec-2-enoic 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: 88.0%

methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) + 8-((tert-butyldiphenylsilyl)oxy)octanal (188130-48-5) → 10-(tert-butyl-diphenyl-silanyloxy)-dec-2-enoic acid methyl ester (285998-58-5)

Guidance literature:

In toluene; at 80 ℃; for 4h;

DOI:10.1021/ol060221v

Reference yield:

1,8-Octanediol (629-41-4) → 10-(tert-butyl-diphenyl-silanyloxy)-dec-2-enoic acid methyl ester (285998-58-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / imidazole / tetrahydrofuran / 9 h / 20 °C

2: 91 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

3: 88 percent / toluene / 4 h / 80 °C

With 1H-imidazole; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 2: Swern oxidation;

DOI:10.1021/ol060221v

Reference yield:

8-((1,1-Dimethylethyl)diphenylsilyloxy)octan-1-ol (94124-45-5) → 10-(tert-butyl-diphenyl-silanyloxy)-dec-2-enoic acid methyl ester (285998-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

2: 88 percent / toluene / 4 h / 80 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; toluene; 1: Swern oxidation;

DOI:10.1021/ol060221v

upstream raw materials:

methyl (triphenylphosphoranylidene)acetate

8-((tert-butyldiphenylsilyl)oxy)octanal

1,8-Octanediol

8-((1,1-Dimethylethyl)diphenylsilyloxy)octan-1-ol

Downstream raw materials:

tert-Butyl-diphenyl-[((E)-undeca-8,10-dienyl)oxy]-silane

10-(tert-butyl-diphenyl-silanyloxy)-dec-2-enal

(E)-10-[(tert-butyldiphenylsilyl)oxy]dec-2-en-1-ol