(1R,2S)-2-(benzhydrylamino)-3-fluoro-1-(4-(methylsulfonyl)phenyl)propan-1-ol

Base Information

Chemical Name:(1R,2S)-2-(benzhydrylamino)-3-fluoro-1-(4-(methylsulfonyl)phenyl)propan-1-ol
CAS No.:1308663-62-8
Molecular Formula:C₂₃H₂₄FNO₃S
Molecular Weight:413.513
Hs Code.:

Synonyms:(1R,2S)-2-(benzhydrylamino)-3-fluoro-1-(4-(methylsulfonyl)phenyl)propan-1-ol

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Chemical Property of (1R,2S)-2-(benzhydrylamino)-3-fluoro-1-(4-(methylsulfonyl)phenyl)propan-1-ol

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Technology Process of (1R,2S)-2-(benzhydrylamino)-3-fluoro-1-(4-(methylsulfonyl)phenyl)propan-1-ol

There total 6 articles about (1R,2S)-2-(benzhydrylamino)-3-fluoro-1-(4-(methylsulfonyl)phenyl)propan-1-ol 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: 89.0%

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

: 1308663-62-8
(1R,2S)-2-(benzhydrylamino)-3-fluoro-1-(4-(methylsulfonyl)phenyl)propan-1-ol

Guidance literature:: (2S,3S)-1-benzhydryl-2-(fluoromethyl)-3-(4-(methylsulfonyl)phenyl)aziridine; With water; toluene-4-sulfonic acid; In acetonitrile; at 40 ℃; for 24h; Inert atmosphere;

With sodium hydrogencarbonate; In dichloromethane; water; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.09.052

Reference yield:

: 5398-77-6
para-methanesulfonylbenzaldehyde

: 1308663-62-8
(1R,2S)-2-(benzhydrylamino)-3-fluoro-1-(4-(methylsulfonyl)phenyl)propan-1-ol

Guidance literature:: Multi-step reaction with 5 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

5.1: water; toluene-4-sulfonic acid / acetonitrile / 24 h / 40 °C / Inert atmosphere

5.2: Inert atmosphere

With lithium borohydride; diethylamino-sulfur trifluoride; (2R)-(+)-3,3'-diphenyl-[2,2'-dinaphthalene]-1,1'-diol; triphenylborane; water; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; toluene; acetonitrile; 2.1: Wulff aziridination / 2.2: Wulff aziridination / 4.1: Middleton fluorination;
DOI:10.1016/j.tet.2011.09.052

Reference yield:

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

: 1308663-62-8
(1R,2S)-2-(benzhydrylamino)-3-fluoro-1-(4-(methylsulfonyl)phenyl)propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: water; toluene-4-sulfonic acid / acetonitrile / 24 h / 40 °C / Inert atmosphere

2.2: Inert atmosphere

With diethylamino-sulfur trifluoride; water; toluene-4-sulfonic acid; triethylamine; In dichloromethane; acetonitrile; 1.1: Middleton fluorination;
DOI:10.1016/j.tet.2011.09.052