(S)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate

Base Information

Chemical Name:(S)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate
CAS No.:1374003-41-4
Molecular Formula:C₁₇H₁₃BrCl₃NO₂
Molecular Weight:449.559
Hs Code.:

Synonyms:(S)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate

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Chemical Property of (S)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate

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Technology Process of (S)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate

There total 6 articles about (S)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate 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: 71.0%

: 2039-86-3,25584-47-8
3-bromostyrene

: (R)-2,2,2-trichloro-1-phenylethyl N-tosyloxycarbamate

: 1335126-70-9
(R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate

: 1374003-41-4
(S)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate

Guidance literature:: With tetrakis(actonitrile)copper(I) hexafluorophosphate; (4R,4'R)-2,2'-(propane-2,2-diyl)bis(5,5-dimethyl-4-phenyl-4,5-dihydrooxazole); potassium carbonate; In acetonitrile; at 23 ℃; for 14h; optical yield given as %de; diastereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.tet.2012.02.044

Reference yield:

: 2039-86-3,25584-47-8
3-bromostyrene

: 1335126-79-8
(R)-1-phenyl-2,2,2-trichloroethyl N-tosyloxycarbamate

: 1335126-70-9
(R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate

: 1374003-41-4
(S)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate

Guidance literature:: 3-bromostyrene; (R)-1-phenyl-2,2,2-trichloroethyl N-tosyloxycarbamate; With [Rh₂{(S)-4-Br-nttl}4]; In 4-methyl-1,2,3-trifluorobenzene; for 0.0833333h;

With potassium carbonate; In 4-methyl-1,2,3-trifluorobenzene; at 23 ℃; for 1.5h; optical yield given as %de; diastereoselective reaction;
DOI:10.1021/ol2021516

Reference yield:

: C₁₂H₉Cl₃N₂O₂

: 1335126-70-9
(R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate

: 1374003-41-4
(S)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(3-bromophenyl)aziridine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole; hydroxylamine hydrochloride / acetonitrile / 1 h / 0 °C

2.1: triethylamine / diethyl ether / 1 h / 0 °C

3.1: [Rh₂{(S)-4-Br-nttl}4] / 4-methyl-1,2,3-trifluorobenzene / 0.08 h

3.2: 1.5 h / 23 °C

With 1H-imidazole; [Rh₂{(S)-4-Br-nttl}4]; hydroxylamine hydrochloride; triethylamine; In diethyl ether; acetonitrile; 4-methyl-1,2,3-trifluorobenzene;
DOI:10.1021/ol2021516