(S)-3-trifluoromethyl-3-{3-[1-(tert-butyldimethylsilyloxy)ethyl]phenyl}diaziridine

Base Information

Chemical Name:(S)-3-trifluoromethyl-3-{3-[1-(tert-butyldimethylsilyloxy)ethyl]phenyl}diaziridine
CAS No.:871840-86-7
Molecular Formula:C₁₆H₂₅F₃N₂OSi
Molecular Weight:346.468
Hs Code.:

Synonyms:(S)-3-trifluoromethyl-3-{3-[1-(tert-butyldimethylsilyloxy)ethyl]phenyl}diaziridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-3-trifluoromethyl-3-{3-[1-(tert-butyldimethylsilyloxy)ethyl]phenyl}diaziridine

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Technology Process of (S)-3-trifluoromethyl-3-{3-[1-(tert-butyldimethylsilyloxy)ethyl]phenyl}diaziridine

There total 6 articles about (S)-3-trifluoromethyl-3-{3-[1-(tert-butyldimethylsilyloxy)ethyl]phenyl}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: 79.0%

: 871841-12-2
(S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone-O-(4-toluenesulfonyl)oxime

: 871840-86-7
(S)-3-trifluoromethyl-3-{3-[1-(tert-butyldimethylsilyloxy)ethyl]phenyl}diaziridine

Guidance literature:: With ammonia; In diethyl ether; at -78 ℃; for 2h;
DOI:10.1016/j.tet.2005.09.007

Reference yield:

: 871841-05-3
(S)-1-(3-bromophenyl)ethyl alcohol-O-(tert-butyldimethylsilyl) ether

: 871840-86-7
(S)-3-trifluoromethyl-3-{3-[1-(tert-butyldimethylsilyloxy)ethyl]phenyl}diaziridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1.25 h / -78 °C

1.2: 91 percent / tetrahydrofuran; hexane / 1.25 h / -78 °C

2.1: 99 percent / hydroxylamine hydrochloride; pyridine / ethanol / 4 h / 80 °C

3.1: 82 percent / DIEA; DMAP / CH₂Cl₂ / 0.67 h / 0 - 20 °C

4.1: 79 percent / ammonia / diethyl ether / 2 h / -78 °C

With pyridine; dmap; n-butyllithium; hydroxylamine hydrochloride; ammonia; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane;
DOI:10.1016/j.tet.2005.09.007

Reference yield:

: 871841-07-5
(S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone

: 871840-86-7
(S)-3-trifluoromethyl-3-{3-[1-(tert-butyldimethylsilyloxy)ethyl]phenyl}diaziridine

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / hydroxylamine hydrochloride; pyridine / ethanol / 4 h / 80 °C

2: 82 percent / DIEA; DMAP / CH₂Cl₂ / 0.67 h / 0 - 20 °C

3: 79 percent / ammonia / diethyl ether / 2 h / -78 °C

With pyridine; dmap; hydroxylamine hydrochloride; ammonia; N-ethyl-N,N-diisopropylamine; In diethyl ether; ethanol; dichloromethane;
DOI:10.1016/j.tet.2005.09.007