7-(tert-butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-8-methyl-non-2-enal

Base Information

• Chemical Name: 7-(tert-butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-8-methyl-non-2-enal
• CAS No.: 781642-24-8
• Molecular Formula: C₃₂H₅₀O₄Si₂
• Molecular Weight: 554.918
• Mol file: 781642-24-8.mol

Synonyms:7-(tert-butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-8-methyl-non-2-enal

Chemical Property of 7-(tert-butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-8-methyl-non-2-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-(tert-butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-8-methyl-non-2-enal

There total 6 articles about 7-(tert-butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-8-methyl-non-2-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: 82.0%

acrolein (107-02-8,25068-14-8) + 6-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-7-methyl-oct-1-en-4-ol (781642-23-7) → 7-(tert-butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-8-methyl-non-2-enal (781642-24-8)

Guidance literature:

With Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O); In dichloromethane; at 25 ℃;

DOI:10.1021/ol048862i

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → 7-(tert-butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-8-methyl-non-2-enal (781642-24-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / -78 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: Me₂S / CH₂Cl₂

3.1: tetrahydrofuran / -40 °C

4.1: 82 percent / Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O) / CH₂Cl₂ / 25 °C

With 2,6-dimethylpyridine; Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O); ozone; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol048862i

Reference yield:

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal (92817-88-4) → 7-(tert-butyl-dimethyl-silanyloxy)-9-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-8-methyl-non-2-enal (781642-24-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 87 percent / diethyl ether / -78 °C

2.1: 90 percent / 2,6-lutidine / CH₂Cl₂ / -78 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: Me₂S / CH₂Cl₂

4.1: tetrahydrofuran / -40 °C

5.1: 82 percent / Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O) / CH₂Cl₂ / 25 °C

With 2,6-dimethylpyridine; Cl₂Ru(C₃H₅N₂(Mes)2)(C₁₀H₁₂O); ozone; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ol048862i

upstream raw materials:

acrolein

6-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-7-methyl-oct-1-en-4-ol

t-butyldimethylsiyl triflate

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

Downstream raw materials:

(2E,6E)-(11S,12S)-5,9-Diacetoxy-11-(tert-butyl-dimethyl-silanyloxy)-13-(tert-butyl-diphenyl-silanyloxy)-12-methyl-trideca-2,6-dienoic acid ethyl ester

acetic acid 5-acetoxy-1-[2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-butyl]-octa-3,7-dienyl ester

10-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-diphenyl-silanyloxy)-11-methyl-dodeca-1,5-diene-4,8-diol