Technology Process of ba-L-galacto-Oct-2-enopyranoside, ethyl 6,7-anhydro-2,3,8-trideoxy- (9CI)
There total 9 articles about ba-L-galacto-Oct-2-enopyranoside, ethyl 6,7-anhydro-2,3,8-trideoxy- (9CI) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) 4-dimethylaminopyridine, Et3N / 2.) KOH / 1.) room temp., overnight, 2.) methanol, room temp., 3 h
2: 67 percent / pyridinium chlorochromate, 3 Angstroem molecular sieves / CH2Cl2 / 2 h
3: 86 percent / benzene / 2 h / 110 °C
4: 95 percent / NaBH4 / methanol / -20 °C
5: 72 percent / Ti(O-iPr)4, L-(+)-diethyl-tartarate, tert-butylhydroperoxide / CH2Cl2; toluene / -20 °C
6: pyridine / 2 h / 0 °C
7: 1.) 3 Angstroem molecular sieves, 2.) NaBH4 / acetonitrile / 1.) reflux, 1 h, 2.) heating, 24 h
8: tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; diethyl (2R,3R)-tartrate; 3 A molecular sieve; tetrabutyl ammonium fluoride; triethylamine; pyridinium chlorochromate;
potassium hydroxide;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; toluene; acetonitrile; benzene;
DOI:10.1139/v87-057
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 67.5 percent / KOH / methanol / 12 h / -20 °C
2: 1.) 4-dimethylaminopyridine, Et3N / 2.) KOH / 1.) room temp., overnight, 2.) methanol, room temp., 3 h
3: 67 percent / pyridinium chlorochromate, 3 Angstroem molecular sieves / CH2Cl2 / 2 h
4: 86 percent / benzene / 2 h / 110 °C
5: 95 percent / NaBH4 / methanol / -20 °C
6: 72 percent / Ti(O-iPr)4, L-(+)-diethyl-tartarate, tert-butylhydroperoxide / CH2Cl2; toluene / -20 °C
7: pyridine / 2 h / 0 °C
8: 1.) 3 Angstroem molecular sieves, 2.) NaBH4 / acetonitrile / 1.) reflux, 1 h, 2.) heating, 24 h
9: tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; potassium hydroxide; sodium tetrahydroborate; diethyl (2R,3R)-tartrate; 3 A molecular sieve; tetrabutyl ammonium fluoride; triethylamine; pyridinium chlorochromate;
potassium hydroxide;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; toluene; acetonitrile; benzene;
DOI:10.1139/v87-057
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 67 percent / pyridinium chlorochromate, 3 Angstroem molecular sieves / CH2Cl2 / 2 h
2: 86 percent / benzene / 2 h / 110 °C
3: 95 percent / NaBH4 / methanol / -20 °C
4: 72 percent / Ti(O-iPr)4, L-(+)-diethyl-tartarate, tert-butylhydroperoxide / CH2Cl2; toluene / -20 °C
5: pyridine / 2 h / 0 °C
6: 1.) 3 Angstroem molecular sieves, 2.) NaBH4 / acetonitrile / 1.) reflux, 1 h, 2.) heating, 24 h
7: tetra-n-butylammonium fluoride / tetrahydrofuran / 0.5 h / Ambient temperature
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium tetrahydroborate; diethyl (2R,3R)-tartrate; 3 A molecular sieve; tetrabutyl ammonium fluoride; pyridinium chlorochromate;
In
tetrahydrofuran; pyridine; methanol; dichloromethane; toluene; acetonitrile; benzene;
DOI:10.1139/v87-057
