3-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenyl}-3-trifluoromethyl-diaziridine

Base Information

• Chemical Name: 3-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenyl}-3-trifluoromethyl-diaziridine
• CAS No.: 271252-32-5
• Molecular Formula: C₁₆H₂₅F₃N₂O₂Si
• Molecular Weight: 362.467
• Mol file: 271252-32-5.mol

Synonyms:3-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenyl}-3-trifluoromethyl-diaziridine

Chemical Property of 3-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenyl}-3-trifluoromethyl-diaziridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenyl}-3-trifluoromethyl-diaziridine

There total 6 articles about 3-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenyl}-3-trifluoromethyl-diaziridine 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: 96.0%

1-[4-(2-tert-butyldimethylsiloxyethoxy)phenyl]-2,2,2-trifluoroethanone O-(p-tolylsulfonyl)oxime (271252-25-6) → 3-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenyl}-3-trifluoromethyl-diaziridine (271252-32-5)

Guidance literature:

With ammonia; In diethyl ether; at 20 ℃; for 6h;

DOI:10.3987/com-99-s114

Reference yield:

4-bromo-phenol (106-41-2) → 3-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenyl}-3-trifluoromethyl-diaziridine (271252-32-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 86 percent / NaH; 18-crown-6 ether / dimethylformamide; hexane / 12 h / 20 °C

2.1: t-Buli / diethyl ether; pentane / 4 h / -78 °C

2.2: 89 percent / diethyl ether / 4.5 h / -78 °C

3.1: 96 percent / hydroxylamine hydrochloride; pyridine / ethanol / 3 h / 60 °C

4.1: 91 percent / pyridine / 12 h / 20 °C

5.1: 96 percent / liq. ammonia / diethyl ether / 6 h / 20 °C

With pyridine; 18-crown-6 ether; hydroxylamine hydrochloride; ammonia; tert.-butyl lithium; sodium hydride; In diethyl ether; ethanol; hexane; N,N-dimethyl-formamide; pentane; 1.1: Alkylation / 2.1: Metallation / 2.2: Acylation / 3.1: Condensation / 4.1: Tosylation / 5.1: Cyclization;

DOI:10.3987/com-99-s114

Reference yield:

2-(tert-butyldimethylsilyloxy)ethyl bromide (86864-60-0) → 3-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-phenyl}-3-trifluoromethyl-diaziridine (271252-32-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 86 percent / NaH; 18-crown-6 ether / dimethylformamide; hexane / 12 h / 20 °C

2.1: t-Buli / diethyl ether; pentane / 4 h / -78 °C

2.2: 89 percent / diethyl ether / 4.5 h / -78 °C

3.1: 96 percent / hydroxylamine hydrochloride; pyridine / ethanol / 3 h / 60 °C

4.1: 91 percent / pyridine / 12 h / 20 °C

5.1: 96 percent / liq. ammonia / diethyl ether / 6 h / 20 °C

With pyridine; 18-crown-6 ether; hydroxylamine hydrochloride; ammonia; tert.-butyl lithium; sodium hydride; In diethyl ether; ethanol; hexane; N,N-dimethyl-formamide; pentane; 1.1: Alkylation / 2.1: Metallation / 2.2: Acylation / 3.1: Condensation / 4.1: Tosylation / 5.1: Cyclization;

DOI:10.3987/com-99-s114

upstream raw materials:

1-[4-(2-tert-butyldimethylsiloxyethoxy)phenyl]-2,2,2-trifluoroethanone O-(p-tolylsulfonyl)oxime

4-bromo-phenol

2-(tert-butyldimethylsilyloxy)ethyl bromide

[2-(4-Bromophenoxy)ethoxy](1,1-dimethylethyl)dimethylsilane

Downstream raw materials:

4-(1-azi-2,2,2-trifluoroethyl)-1-(2-bromoethoxy)-2-nitrobenzene

4-(1-azi-2,2,2-trifluoroethyl)-1-(2-bromoethoxy)benzene

2-[4-(3-trifluoromethyl-3H-diazirin-3-yl)-phenoxy]-ethanol

4-(1-azi-2,2,2-trifluoroethyl)-1-(2-tert-butyldimethylsiloxyethoxy)benzene