1-[2-(tert-butyldiphenylsilyloxy)-ethyl]-cyclopropanecarboxaldehyde

Base Information

• Chemical Name: 1-[2-(tert-butyldiphenylsilyloxy)-ethyl]-cyclopropanecarboxaldehyde
• CAS No.: 144543-39-5
• Molecular Formula: C₂₂H₂₈O₂Si
• Molecular Weight: 352.549
• Mol file: 144543-39-5.mol

Synonyms:1-[2-(tert-butyldiphenylsilyloxy)-ethyl]-cyclopropanecarboxaldehyde

Chemical Property of 1-[2-(tert-butyldiphenylsilyloxy)-ethyl]-cyclopropanecarboxaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[2-(tert-butyldiphenylsilyloxy)-ethyl]-cyclopropanecarboxaldehyde

There total 7 articles about 1-[2-(tert-butyldiphenylsilyloxy)-ethyl]-cyclopropanecarboxaldehyde 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%

{1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-cyclopropyl}-methanol (144543-38-4) → 1-[2-(tert-butyldiphenylsilyloxy)-ethyl]-cyclopropanecarboxaldehyde (144543-39-5)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 1-[2-(tert-butyldiphenylsilyloxy)-ethyl]-cyclopropanecarboxaldehyde (144543-39-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / imidazole / CH₂Cl₂

2: 82 percent / MCPBA; NaHCO₃ / CH₂Cl₂

3: 89 percent / 2,2,6,6-tetramethylpiperidine; Et₂AlCl; n-BuLi / toluene

4: 95 percent / ZnEt₂ / diethyl ether

5: 87 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 2.5 h / 0 - 20 °C

With 2,2,6,6-tetramethyl-piperidine; 1H-imidazole; n-butyllithium; 4 A molecular sieve; diethylzinc; diethylaluminium chloride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In diethyl ether; dichloromethane; toluene;

DOI:10.1002/chem.200401065

Reference yield:

4-((tert-butyldiphenylsilyl)oxy)-2-methylenebutan-1-ol (144543-37-3) → 1-[2-(tert-butyldiphenylsilyloxy)-ethyl]-cyclopropanecarboxaldehyde (144543-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / ZnEt₂ / diethyl ether

2: 87 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 2.5 h / 0 - 20 °C

With 4 A molecular sieve; diethylzinc; pyridinium chlorochromate; In diethyl ether; dichloromethane;

DOI:10.1002/chem.200401065

upstream raw materials:

{1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-cyclopropyl}-methanol

4-((tert-butyldiphenylsilyl)oxy)-2-methylenebutan-1-ol

tert-butylchlorodiphenylsilane

tert-butyl((3-methylbut-3-en-1-yl)oxy)diphenylsilane

Downstream raw materials:

C₂₅H₃₂O₂Si

2,2-Dimethyl-thiopropionic acid S-(2-{1-[(Z)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-7-trimethylsilanyl-hept-4-ene-1,6-diynyl]-cyclopropyl}-ethyl) ester

tert-butyl-[2-(1-ethynylcyclopropyl)-ethoxy]-diphenylsilane

tert-Butyl-{2-[1-(2,2-dibromo-vinyl)-cyclopropyl]-ethoxy}-diphenyl-silane