Decanal, 10-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-

Base Information

• Chemical Name: Decanal, 10-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-
• CAS No.: 192943-54-7
• Molecular Formula: C26H38O2Si
• Molecular Weight: 410.672
• Mol file: 192943-54-7.mol

Synonyms:

Chemical Property of Decanal, 10-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Decanal, 10-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-

There total 5 articles about Decanal, 10-[[(1,1-dimethylethyl)diphenylsilyl]oxy]- 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: 89.0%

10-(tert-butyldiphenylsilanyloxy)decan-1-ol (121671-78-1) → 10-((tert-butyldiphenylsilyl)oxy)decanal (192943-54-7)

Guidance literature:

With dmap; [2,2]bipyridinyl; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; oxygen; In acetonitrile; at 22 ℃; for 2.5h;

DOI:10.1002/anie.201806261

Reference yield: 80.0%

tert-Butyl-diphenyl-[9-(4-phenyl-[1,3]dioxolan-2-yl)-nonyloxy]-silane → 2-phenylethanol (60-12-8) + 10-((tert-butyldiphenylsilyl)oxy)decanal (192943-54-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 6h;

DOI:10.1080/00397919708004137

Reference yield:

1,10-Decanediol (112-47-0) → 10-((tert-butyldiphenylsilyl)oxy)decanal (192943-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / imidazole / dimethylformamide / 24 h / 20 °C

2: 71 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

With 1H-imidazole; Dess-Martin periodane; In dichloromethane; N,N-dimethyl-formamide; 2: Dess-Martin oxidation;

DOI:10.1016/S0040-4039(01)02258-4

upstream raw materials:

10-(tert-butyldiphenylsilanyloxy)decan-1-ol

1,10-Decanediol

tert-butylchlorodiphenylsilane

sodium periodate

Downstream raw materials:

12-(tert-butyl-diphenyl-silanyloxy)-dodec-1-en-3-ol

12-(tert-butyl-diphenyl-silanyloxy)-dodec-1-en-3-one

methyl (5S)-1,2,3,5,6,7-hexahydro-3-(9-tert-butyldiphenylsilyloxynonyl)-5-hydroxy-1-thioxo-pyrrolo[1,2-c]pyrimidine-4-carboxylate