3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-2-methyl-pentanethioic acid S-dodecyl ester

Base Information

• Chemical Name: 3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-2-methyl-pentanethioic acid S-dodecyl ester
• CAS No.: 683226-20-2
• Molecular Formula: C₃₁H₅₆O₃SSi
• Molecular Weight: 536.935
• Mol file: 683226-20-2.mol

Synonyms:3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-2-methyl-pentanethioic acid S-dodecyl ester

Chemical Property of 3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-2-methyl-pentanethioic acid S-dodecyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-2-methyl-pentanethioic acid S-dodecyl ester

There total 7 articles about 3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-2-methyl-pentanethioic acid S-dodecyl 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: 87.0%

(S)-4-Benzyl-3-[(2S,3R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-2-methyl-pentanoyl]-oxazolidin-2-one (683226-19-9) + 1-dodecylthiol (112-55-0) → 3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-2-methyl-pentanethioic acid S-dodecyl ester (683226-20-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 0 ℃;

DOI:10.1055/s-2004-815427

Reference yield:

3-(4-methoxyphenyl)propanoic acid (1929-29-9) → 3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-2-methyl-pentanethioic acid S-dodecyl ester (683226-20-2)

Guidance literature:

Multi-step reaction with 6 steps

1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 0.5 h / 20 °C

2: 183 mg / Et₃N / CH₂Cl₂ / 0.33 h / 20 °C

3: 89 percent / Et₃SiH / Pd/C / acetone / 0.67 h / 20 °C

4: CH₂Cl₂

5: 67 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

6: 87 percent / n-BuLi / tetrahydrofuran / 0 °C

With 2,6-dimethylpyridine; triethylsilane; n-butyllithium; oxalyl dichloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1055/s-2004-815427

Reference yield:

3-(4-methoxyphenyl)propionyl chloride (15893-42-2) → 3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-2-methyl-pentanethioic acid S-dodecyl ester (683226-20-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 183 mg / Et₃N / CH₂Cl₂ / 0.33 h / 20 °C

2: 89 percent / Et₃SiH / Pd/C / acetone / 0.67 h / 20 °C

3: CH₂Cl₂

4: 67 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

5: 87 percent / n-BuLi / tetrahydrofuran / 0 °C

With 2,6-dimethylpyridine; triethylsilane; n-butyllithium; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1055/s-2004-815427

upstream raw materials:

(S)-4-Benzyl-3-[(2S,3R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-phenyl)-2-methyl-pentanoyl]-oxazolidin-2-one

1-dodecylthiol

3-(4-methoxyphenyl)propanoic acid

3-(4-methoxyphenyl)propionyl chloride