(R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(5-chloro-2-nitrophenyl)aziridine-1-carboxylate

Base Information

Chemical Name:(R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(5-chloro-2-nitrophenyl)aziridine-1-carboxylate
CAS No.:1335126-66-3
Molecular Formula:C₁₇H₁₂Cl₄N₂O₄
Molecular Weight:450.105
Hs Code.:

Synonyms:(R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(5-chloro-2-nitrophenyl)aziridine-1-carboxylate

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Chemical Property of (R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(5-chloro-2-nitrophenyl)aziridine-1-carboxylate

Chemical Property:

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Technology Process of (R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(5-chloro-2-nitrophenyl)aziridine-1-carboxylate

There total 5 articles about (R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(5-chloro-2-nitrophenyl)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: 51.0%

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

: 112768-02-2
4-chloro-1-nitro-2-vinylbenzene

: 1335126-66-3
(R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(5-chloro-2-nitrophenyl)aziridine-1-carboxylate

Guidance literature:: (R)-1-phenyl-2,2,2-trichloroethyl N-tosyloxycarbamate; 4-chloro-1-nitro-2-vinylbenzene; 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:

: 2902-69-4
2,2,2-trichloroacetophenone

: 1335126-66-3
(R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(5-chloro-2-nitrophenyl)aziridine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: benzo[1,3,2]dioxaborole / toluene / 24 h / -78 - 20 °C

2.1: acetonitrile / 2 h / 20 °C

3.1: 1H-imidazole; hydroxylamine hydrochloride / acetonitrile / 1 h / 0 °C

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

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

5.2: 1.5 h / 23 °C

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

Reference yield:

: 53432-39-6
(R)-1,1,1-trichloro-2-phenylethan-2-ol

: 1335126-66-3
(R)-((R)-1-phenyl-2,2,2-trichloroethyl) 2-(5-chloro-2-nitrophenyl)aziridine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetonitrile / 2 h / 20 °C

2.1: 1H-imidazole; hydroxylamine hydrochloride / acetonitrile / 1 h / 0 °C

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

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

4.2: 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