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InChI:InChI=1/C20H18ClF2N3O4S/c21-15-1-4-17(5-2-15)31(27,28)30-10-14-8-20(29-9-14,11-26-13-24-12-25-26)18-6-3-16(22)7-19(18)23/h1-7,12-14H,8-11H2/t14-,20-/m0/s1
The present invention discloses an impro...
The present invention relates to an indu...
4-chlorobenzenesulfonyl chloride
((3R,5R)-5-((1H-1,2,4-triazole-1-yl) methyl)-5-(2,4-difluorophenyl) tetrahydrofuran-3-yl)methanol
((3S,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-chlorobenzenesulfonate
Conditions | Yield |
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With dmap; In dichloromethane; at 0 - 20 ℃; for 3h;
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With pyridine; In dichloromethane; at 10 - 20 ℃; for 6h; Reagent/catalyst; Large scale;
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1.32 kg |
(4S)-3-{[(5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl]carbonyl}-4-phenyl-1,3-oxazolidin-2-one
((3S,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-chlorobenzenesulfonate
Conditions | Yield |
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Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate; lithium bromide / tetrahydrofuran / 0.5 h / 0 - 5 °C / Inert atmosphere; Large scale
2.1: triethylamine / dichloromethane / 6 h / 10 - 20 °C / Large scale
3.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C / Large scale
3.2: 12 h / 110 - 115 °C / Large scale
4.1: hydrogenchloride / acetone; water / 3 h / 10 - 15 °C / Large scale
5.1: pyridine / dichloromethane / 6 h / 10 - 20 °C / Large scale
With pyridine; hydrogenchloride; sodium tetrahydroborate; potassium carbonate; triethylamine; lithium bromide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;
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4-chlorobenzenesulfonyl chloride
((3R,5R)-5-((1H-1,2,4-triazole-1-yl) methyl)-5-(2,4-difluorophenyl) tetrahydrofuran-3-yl)methanol
((3R,5R)-5-(2,4-difluorophenyl)-5-(iodomethyl)tetrahydrofuran-3-yl)methanol