((2S,3S)-1-benzhydryl-3-(4-(methylsulfonyl)phenyl)aziridin-2-yl)methanol

Base Information

Chemical Name:((2S,3S)-1-benzhydryl-3-(4-(methylsulfonyl)phenyl)aziridin-2-yl)methanol
CAS No.:1284258-90-7
Molecular Formula:C₂₃H₂₃NO₃S
Molecular Weight:393.507
Hs Code.:

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

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Chemical Property of ((2S,3S)-1-benzhydryl-3-(4-(methylsulfonyl)phenyl)aziridin-2-yl)methanol

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Technology Process of ((2S,3S)-1-benzhydryl-3-(4-(methylsulfonyl)phenyl)aziridin-2-yl)methanol

There total 4 articles about ((2S,3S)-1-benzhydryl-3-(4-(methylsulfonyl)phenyl)aziridin-2-yl)methanol 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: 95.0%

: 1284258-89-4
(2S,3S)-ethyl 1-benzhydryl-3-(4-(methylsulfonyl)phenyl)aziridine-2-carboxylate

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

Guidance literature:: (2S,3S)-ethyl 1-benzhydryl-3-(4-(methylsulfonyl)phenyl)aziridine-2-carboxylate; With lithium borohydride; In tetrahydrofuran; at 50 ℃; Inert atmosphere;

With water; In tetrahydrofuran; at 20 ℃; for 1h; chemoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.09.052

Reference yield:

: 5398-77-6
para-methanesulfonylbenzaldehyde

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

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