(S)-1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl alcohol-O-tert-butyldimethylsilyl ether

Base Information

Chemical Name:(S)-1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl alcohol-O-tert-butyldimethylsilyl ether
CAS No.:871840-88-9
Molecular Formula:C₁₆H₂₃F₃N₂OSi
Molecular Weight:344.452
Hs Code.:

Synonyms:(S)-1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl alcohol-O-tert-butyldimethylsilyl ether

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Chemical Property of (S)-1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl alcohol-O-tert-butyldimethylsilyl ether

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Technology Process of (S)-1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl alcohol-O-tert-butyldimethylsilyl ether

There total 7 articles about (S)-1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl alcohol-O-tert-butyldimethylsilyl ether 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%

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

: 871840-88-9
(S)-1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl alcohol-O-tert-butyldimethylsilyl ether

Guidance literature:: With pyridine; pyridinium chlorochromate; In dichloromethane;
DOI:10.1016/j.tet.2005.09.007

Reference yield:

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

: 871840-88-9
(S)-1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl alcohol-O-tert-butyldimethylsilyl ether

Guidance literature:: Multi-step reaction with 5 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

5.1: 96 percent / pyridine; PCC / CH₂Cl₂

With pyridine; dmap; n-butyllithium; hydroxylamine hydrochloride; ammonia; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; 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

: 871840-88-9
(S)-1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl alcohol-O-tert-butyldimethylsilyl ether

Guidance literature:: Multi-step reaction with 4 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

4: 96 percent / pyridine; PCC / CH₂Cl₂

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