4-(tert-Butyldimethylsiloxy)benzenepropanal

Base Information

• Chemical Name: 4-(tert-Butyldimethylsiloxy)benzenepropanal
• CAS No.: 147974-20-7
• Molecular Formula: C₁₅H₂₄O₂Si
• Molecular Weight: 264.44
• DSSTox Substance ID: DTXSID301201802
• Nikkaji Number: J1.324.719F
• Mol file: 147974-20-7.mol

Synonyms:DTXSID301201802;4-(tert-Butyldimethylsiloxy)benzenepropanal;4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]benzenepropanal;147974-20-7

Chemical Property of 4-(tert-Butyldimethylsiloxy)benzenepropanal

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 264.154556538
• Heavy Atom Count: 18
• Complexity: 260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1=CC=C(C=C1)CCC=O

Technology Process of 4-(tert-Butyldimethylsiloxy)benzenepropanal

There total 13 articles about 4-(tert-Butyldimethylsiloxy)benzenepropanal 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: 98.0%

ethyl 3-(4-((tert-butyl(dimethyl)silyl)oxy)phenyl)propanoate (522602-18-2) → 3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propionaldehyde (147974-20-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; cyclohexane; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo2002787

Reference yield: 95.0%

3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propan-1-ol (215776-67-3) → 3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propionaldehyde (147974-20-7)

Guidance literature:

3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propan-1-ol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.75h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo900553f

Reference yield: 92.0%

3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propionic acid methyl ester (161249-56-5) → 3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propionaldehyde (147974-20-7)

Guidance literature:

With diisobutylaluminium hydride; reduction;

DOI:10.1016/S0957-4166(00)82346-0

upstream raw materials:

3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propionic acid methyl ester

3-[4-(tert-butyl-dimethyl-silanyloxy)phenyl]propan-1-ol

4-hydroxyphenylpropionic acid

3-(4-hydroxyphenyl)propionic acid methyl ester

Downstream raw materials:

tert-butyl-[4-(4-iodo-but-3-enyl)-phenoxy]-dimethyl-silane

(S)-1-(4-((tert-butyldimethylsilyl)oxy)phenyl)hex-5-en-3-ol

(+/-)-1-[4-(tert-butyldimethylsilyloxy)phenyl]hex-5-en-3-ol

C₂₈H₃₇F₃O₄Si