Technology Process of (1S,3S,4R,5S)-4-<<(p-toluenesulfonyl)oxy>methyl>-5-(acetoxymethyl)-7,7-difluoro-2,6-dioxabicyclo<3.1.1>heptane
There total 10 articles about (1S,3S,4R,5S)-4-<<(p-toluenesulfonyl)oxy>methyl>-5-(acetoxymethyl)-7,7-difluoro-2,6-dioxabicyclo<3.1.1>heptane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
pyridine; dmap; 4 A molecular sieve;
for 36h;
Ambient temperature;
DOI:10.1021/jo00059a046
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 91 percent / H2 / 10percent Palladium on carbon / ethyl acetate / 4 h / Ambient temperature
2: 72 percent / triethylamine / CH2Cl2 / 1 h / Ambient temperature
3: 1) ethanol, 25 deg C, 10 min, gum Arabic, NaCl, 0.1 M Tris buffer, porcine liver esterase; 2) benzene, r.t., 3 h
4: 100 percent / aq. NaHCO3 / tetrahydrofuran / 8 h / Ambient temperature
5: 86.6 percent / pyridine, (dimethylamino)pyridine, 4-Angstroem molecular sieve / 36 h / Ambient temperature
With
pyridine; dmap; 4 A molecular sieve; hydrogen; sodium hydrogencarbonate; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jo00059a046
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 99 percent / pyridine
2: 98 percent / sodium borohydride / methanol / 0.5 h / Ambient temperature
3: 8 percent / pyridine, 4-Angstroem molecular sieve / 22 °C
4: 54 percent / KOMe / methanol / 2 h / Ambient temperature
5: 91 percent / H2 / 10percent Palladium on carbon / ethyl acetate / 4 h / Ambient temperature
6: 72 percent / triethylamine / CH2Cl2 / 1 h / Ambient temperature
7: 1) ethanol, 25 deg C, 10 min, gum Arabic, NaCl, 0.1 M Tris buffer, porcine liver esterase; 2) benzene, r.t., 3 h
8: 100 percent / aq. NaHCO3 / tetrahydrofuran / 8 h / Ambient temperature
9: 86.6 percent / pyridine, (dimethylamino)pyridine, 4-Angstroem molecular sieve / 36 h / Ambient temperature
With
pyridine; dmap; sodium tetrahydroborate; 4 A molecular sieve; potassium methanolate; hydrogen; sodium hydrogencarbonate; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo00059a046
