6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-4-oxo-oct-7-enal

Base Information

• Chemical Name: 6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-4-oxo-oct-7-enal
• CAS No.: 281661-48-1
• Molecular Formula: C₃₀H₄₂O₃Si
• Molecular Weight: 478.747
• Mol file: 281661-48-1.mol

Synonyms:6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-4-oxo-oct-7-enal

Chemical Property of 6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-4-oxo-oct-7-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-4-oxo-oct-7-enal

There total 11 articles about 6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-4-oxo-oct-7-enal 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: 99.0%

6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-oct-7-ene-1,4-diol (281661-46-9) → 6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-4-oxo-oct-7-enal (281661-48-1)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 - -50 ℃; for 0.25h;

DOI:10.1021/jo9918450

Reference yield: 99.0%

6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-oct-7-ene-1,4-diol (281661-46-9) → 6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-4-oxo-oct-7-enal (281661-48-1)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 - -50 ℃; for 0.25h;

DOI:10.1021/jo9918450

Reference yield:

3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-en-1-ol (281661-52-7) → 6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-4-oxo-oct-7-enal (281661-48-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 89 percent / oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / 0.25 h / -60 - -50 °C

2.1: Mg / 0 °C

2.2: 83 percent / tetrahydrofuran / 1 h / 20 °C

3.1: 74 percent / PPTS / methanol / 8 h / 20 °C

4.1: 99 percent / oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / 0.25 h / -60 - -50 °C

With oxalyl dichloride; pyridinium p-toluenesulfonate; magnesium; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; 1.1: Swern oxidation / 2.1: Solid phase reaction / 2.2: Grignard reaction / 3.1: desilylation / 4.1: Oxidation;

DOI:10.1021/jo9918450

upstream raw materials:

6-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-2,2-dimethyl-oct-7-ene-1,4-diol

(E)-(R)-6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-hex-2-enal

3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-en-1-ol

3-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-pent-4-enoic acid methyl ester

Downstream raw materials:

2-{1-[3-(tert-butyl-diphenyl-silanyloxy)-1-methyl-propyl]-allyl}-4,4-dimethyl-cyclopent-2-enone