Technology Process of (-)-(4S,5S)-2,2-Dimethyl-4-<2-phenylsulfonyl-3-(2-methyl-1,3-dioxolan-2-yl)propyl>-5-vinyl-1,3-dioxolane
There total 12 articles about (-)-(4S,5S)-2,2-Dimethyl-4-<2-phenylsulfonyl-3-(2-methyl-1,3-dioxolan-2-yl)propyl>-5-vinyl-1,3-dioxolane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 61 percent / H2WO4, 30percent aq. H2O2, NaOAc / methanol / 16 h / Ambient temperature
2: 98 percent / Et3N, 4-(dimethylamino)pyridine / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) room temp., 1 h
3: 86 percent / Pd(0) / tetrahydrofuran; hexane / 0.25 h / 3750.3 Torr / Ambient temperature
4: 86 percent / conc. aq. HCl / methanol / 16 h / Heating
5: 71 percent / p-TsOH / acetone / 24 h / Ambient temperature
6: 1.) NaH / 1.) toluene, reflux, 15 min, 2.) reflux, 5 h
With
hydrogenchloride; dmap; dihydrogen peroxide; sodium acetate; sodium hydride; toluene-4-sulfonic acid; ortho-tungstic acid; triethylamine;
palladium;
In
tetrahydrofuran; methanol; hexane; dichloromethane; acetone;
DOI:10.1055/s-1988-27729
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 56 percent / (+)-diisopropyl tartrate, tert-butyl hydroperoxide / -25 °C
2: 96 percent / Et3N, 4-(dimethylamino)pyridine / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) room temp., 1 h
3: 88 percent / Pd(0) / tetrahydrofuran; hexane / 0.25 h / 3750.3 Torr / Ambient temperature
4: 60 percent / conc. aq. HCl / methanol / 16 h / Heating
5: 78 percent / p-TsOH / acetone / 24 h / Ambient temperature
6: 1.) NaH / 1.) toluene, reflux, 15 min, 2.) reflux, 5 h
With
hydrogenchloride; tert.-butylhydroperoxide; dmap; L-(+)-diisopropyl tartrate; sodium hydride; toluene-4-sulfonic acid; triethylamine;
palladium;
In
tetrahydrofuran; methanol; hexane; dichloromethane; acetone;
DOI:10.1055/s-1988-27729
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 96 percent / Et3N, 4-(dimethylamino)pyridine / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) room temp., 1 h
2: 88 percent / Pd(0) / tetrahydrofuran; hexane / 0.25 h / 3750.3 Torr / Ambient temperature
3: 60 percent / conc. aq. HCl / methanol / 16 h / Heating
4: 78 percent / p-TsOH / acetone / 24 h / Ambient temperature
5: 1.) NaH / 1.) toluene, reflux, 15 min, 2.) reflux, 5 h
With
hydrogenchloride; dmap; sodium hydride; toluene-4-sulfonic acid; triethylamine;
palladium;
In
tetrahydrofuran; methanol; hexane; dichloromethane; acetone;
DOI:10.1055/s-1988-27729
