(R)-N-(tert-butoxycarbonyl)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine

Base Information

Chemical Name:(R)-N-(tert-butoxycarbonyl)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine
CAS No.:871841-28-0
Molecular Formula:C₁₅H₁₈F₃N₃O₂
Molecular Weight:329.322
Hs Code.:

Synonyms:(R)-N-(tert-butoxycarbonyl)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine

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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 (R)-N-(tert-butoxycarbonyl)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine

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Technology Process of (R)-N-(tert-butoxycarbonyl)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine

There total 7 articles about (R)-N-(tert-butoxycarbonyl)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine 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: 82.0%

: 871841-26-8
{1-[4-(3-trifluoromethyl-diaziridin-3-yl)-phenyl]-ethyl}-carbamic acid tert-butyl ester

: 871841-28-0
(R)-N-(tert-butoxycarbonyl)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine

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

Reference yield:

: 578729-21-2
[(R)-1-(4-bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester

: 871841-28-0
(R)-N-(tert-butoxycarbonyl)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine

Guidance literature:: Multi-step reaction with 5 steps

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

1.2: 84 percent / tetrahydrofuran; hexane / 1.25 h / -78 °C

2.1: 96 percent / hydroxylamine hydrochloride; pyridine / ethanol / 4 h / 80 °C

3.1: 77 percent / DIEA; DMAP / CH₂Cl₂ / 0.67 h / 0 - 20 °C

4.1: 95 percent / ammonia / diethyl ether / 2 h / -78 °C

5.1: 82 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:

: 871841-19-9
(R)-N-(tert-butoxycarbonyl)-4-[(1-amino)ethyl]-2,2,2-trifluoroacetophenone

: 871841-28-0
(R)-N-(tert-butoxycarbonyl)-1-[4-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / hydroxylamine hydrochloride; pyridine / ethanol / 4 h / 80 °C

2: 77 percent / DIEA; DMAP / CH₂Cl₂ / 0.67 h / 0 - 20 °C

3: 95 percent / ammonia / diethyl ether / 2 h / -78 °C

4: 82 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