(R)-N-{1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl}phthalimide

Base Information

Chemical Name:(R)-N-{1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl}phthalimide
CAS No.:871841-16-6
Molecular Formula:C₁₈H₁₂F₃N₃O₂
Molecular Weight:359.307
Hs Code.:

Synonyms:(R)-N-{1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl}phthalimide

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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-{1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl}phthalimide

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Technology Process of (R)-N-{1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl}phthalimide

There total 8 articles about (R)-N-{1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl}phthalimide 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: 50.0%

: 871841-14-4
(S)-1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl alcohol

: 136918-14-4,85-41-6
phthalimide

: 871841-16-6
(R)-N-{1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl}phthalimide

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 96h;
DOI:10.1016/j.tet.2005.09.007

Reference yield:

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

: 871841-16-6
(R)-N-{1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl}phthalimide

Guidance literature:: Multi-step reaction with 7 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

6.1: 82 percent / TBAF / tetrahydrofuran; H₂O / 2 h / 20 °C

7.1: 50 percent / triphenylphosphine; DEAD / tetrahydrofuran / 96 h / 20 °C

With pyridine; dmap; n-butyllithium; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; ammonia; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; 7.1: Mitsunobu reaction;
DOI:10.1016/j.tet.2005.09.007

Reference yield:

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

: 871841-16-6
(R)-N-{1-[3-(3-trifluoromethyl-3H-diazirin-3-yl)phenyl]ethyl}phthalimide

Guidance literature:: Multi-step reaction with 6 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

5: 82 percent / TBAF / tetrahydrofuran; H₂O / 2 h / 20 °C

6: 50 percent / triphenylphosphine; DEAD / tetrahydrofuran / 96 h / 20 °C

With pyridine; dmap; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; ammonia; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; 6: Mitsunobu reaction;
DOI:10.1016/j.tet.2005.09.007