(2S,3S)-1-benzhydryl-2-(fluoromethyl)-3-(4-(methylsulfonyl)phenyl)aziridine

Base Information

Chemical Name:(2S,3S)-1-benzhydryl-2-(fluoromethyl)-3-(4-(methylsulfonyl)phenyl)aziridine
CAS No.:1308663-57-1
Molecular Formula:C₂₃H₂₂FNO₂S
Molecular Weight:395.498
Hs Code.:

Synonyms:(2S,3S)-1-benzhydryl-2-(fluoromethyl)-3-(4-(methylsulfonyl)phenyl)aziridine

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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 (2S,3S)-1-benzhydryl-2-(fluoromethyl)-3-(4-(methylsulfonyl)phenyl)aziridine

Chemical Property:

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Technology Process of (2S,3S)-1-benzhydryl-2-(fluoromethyl)-3-(4-(methylsulfonyl)phenyl)aziridine

There total 4 articles about (2S,3S)-1-benzhydryl-2-(fluoromethyl)-3-(4-(methylsulfonyl)phenyl)aziridine 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: 93.0%

: 1284258-90-7
((2S,3S)-1-benzhydryl-3-(4-(methylsulfonyl)phenyl)aziridin-2-yl)methanol

: 1308663-57-1
(2S,3S)-1-benzhydryl-2-(fluoromethyl)-3-(4-(methylsulfonyl)phenyl)aziridine

Guidance literature:: With diethylamino-sulfur trifluoride; triethylamine; In dichloromethane; at -40 - 20 ℃; for 8h; Inert atmosphere;
DOI:10.1016/j.tet.2011.09.052

Reference yield:

: 5398-77-6
para-methanesulfonylbenzaldehyde

: 1308663-57-1
(2S,3S)-1-benzhydryl-2-(fluoromethyl)-3-(4-(methylsulfonyl)phenyl)aziridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethanol / 3 h / Inert atmosphere; Reflux

2.1: (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol; triphenylborane / toluene / 0.17 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 19 h / -10 - 20 °C / Molecular sieve; Inert atmosphere

3.1: lithium borohydride / tetrahydrofuran / 50 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

4.1: diethylamino-sulfur trifluoride; triethylamine / dichloromethane / 8 h / -40 - 20 °C / Inert atmosphere

With lithium borohydride; diethylamino-sulfur trifluoride; (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol; triphenylborane; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; toluene; 2.1: Wulff aziridination / 2.2: Wulff aziridination / 4.1: Middleton fluorination;
DOI:10.1016/j.tet.2011.09.052

Reference yield:

: 1284258-88-3
N-(4-(methylsulfonyl)benzylidene)diphenylmethanamine

: 1308663-57-1
(2S,3S)-1-benzhydryl-2-(fluoromethyl)-3-(4-(methylsulfonyl)phenyl)aziridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol; triphenylborane / toluene / 0.17 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 19 h / -10 - 20 °C / Molecular sieve; Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran / 50 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: diethylamino-sulfur trifluoride; triethylamine / dichloromethane / 8 h / -40 - 20 °C / Inert atmosphere

With lithium borohydride; diethylamino-sulfur trifluoride; (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol; triphenylborane; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 1.1: Wulff aziridination / 1.2: Wulff aziridination / 3.1: Middleton fluorination;
DOI:10.1016/j.tet.2011.09.052