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.
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synthetic route:
- 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
- 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
- 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