Technology Process of (2S,3S,4R,5R,6R)-4-Benzyloxy-6,7-cyclohexylidenedioxy-3-methoxy-2-methyl-5-methylsulfonyloxyheptan-1-ol
There total 11 articles about (2S,3S,4R,5R,6R)-4-Benzyloxy-6,7-cyclohexylidenedioxy-3-methoxy-2-methyl-5-methylsulfonyloxyheptan-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
for 2h;
Ambient temperature;
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) LDA / 1.) THF, hexane, -20 deg C, 20 min; -78 deg C, 2 h, 2.) 1 h
2: 100 percent / H2, NaHCO3 / 5percent Rh/Al2O3 / ethyl acetate / 8 h / 5320 Torr
3: 95 percent / aq. AcOH / tetrahydrofuran / 5 h / Ambient temperature
4: PPTS / CH2Cl2 / 0.25 h / Ambient temperature
5: 99.4 percent / LiBEt3H / tetrahydrofuran / 1 h / Ambient temperature
6: DMAP, Et3N / CH2Cl2 / 10 h / Ambient temperature
7: NaH, TBAI / tetrahydrofuran / 12 h / Ambient temperature
8: 100 percent / aq. AcOH / 3 h / Ambient temperature
9: 97 percent / Et3N, DMAP / CH2Cl2 / 1 h / Ambient temperature
10: 100 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature
With
dmap; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; sodium hydrogencarbonate; acetic acid; triethylamine; lithium diisopropyl amide;
Rh/Al2O3;
In
tetrahydrofuran; dichloromethane; ethyl acetate;
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) LDA / 1.) THF, hexane, -20 deg C, 20 min; -78 deg C, 2 h, 2.) 1 h
2: 100 percent / H2, NaHCO3 / 5percent Rh/Al2O3 / ethyl acetate / 8 h / 5320 Torr
3: 95 percent / aq. AcOH / tetrahydrofuran / 5 h / Ambient temperature
4: PPTS / CH2Cl2 / 0.25 h / Ambient temperature
5: 99.4 percent / LiBEt3H / tetrahydrofuran / 1 h / Ambient temperature
6: DMAP, Et3N / CH2Cl2 / 10 h / Ambient temperature
7: NaH, TBAI / tetrahydrofuran / 12 h / Ambient temperature
8: 100 percent / aq. AcOH / 3 h / Ambient temperature
9: 97 percent / Et3N, DMAP / CH2Cl2 / 1 h / Ambient temperature
10: 100 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature
With
dmap; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium triethylborohydride; sodium hydrogencarbonate; acetic acid; triethylamine; lithium diisopropyl amide;
Rh/Al2O3;
In
tetrahydrofuran; dichloromethane; ethyl acetate;