Technology Process of gitotenin 2α-O-benzyl-3β-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranoside)
There total 8 articles about gitotenin 2α-O-benzyl-3β-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranoside) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve;
In
dichloromethane;
at 0 - 20 ℃;
for 1h;
DOI:10.1055/s-2006-926316
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 93 percent / H2; AcOH / Pd/C / CH2Cl2; ethanol / 12 h / 20 °C / 760 Torr
2.1: pyridine / 20 °C
3.1: 7.12 g / silica gel / CHCl3; petroleum ether / 48 h / 20 °C
4.1: 74 percent / aq. N-methylmorpholine N-oxide; OsO4 / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h / 20 °C
5.1: Bu2SnO / toluene / 6 h / Heating
5.2: 98 percent / Bu4N(+)*I(-) / toluene / 2.5 h / Heating
6.1: Dess-Martin periodinane / CH2Cl2 / 12 h / 20 °C
7.1: 4.61 g / CeCl3*7H2O; NaBH4 / tetrahydrofuran; methanol / 2 h / -40 °C
8.1: 100 percent / 4 Angstroem molecular sieves; TMSOTf / CH2Cl2 / 1 h / 0 - 20 °C
With
pyridine; sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; silica gel; di(n-butyl)tin oxide; Dess-Martin periodane; acetic acid; 4-methylmorpholine N-oxide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; toluene; Petroleum ether; tert-butyl alcohol;
DOI:10.1055/s-2006-926316
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 7.12 g / silica gel / CHCl3; petroleum ether / 48 h / 20 °C
2.1: 74 percent / aq. N-methylmorpholine N-oxide; OsO4 / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h / 20 °C
3.1: Bu2SnO / toluene / 6 h / Heating
3.2: 98 percent / Bu4N(+)*I(-) / toluene / 2.5 h / Heating
4.1: Dess-Martin periodinane / CH2Cl2 / 12 h / 20 °C
5.1: 4.61 g / CeCl3*7H2O; NaBH4 / tetrahydrofuran; methanol / 2 h / -40 °C
6.1: 100 percent / 4 Angstroem molecular sieves; TMSOTf / CH2Cl2 / 1 h / 0 - 20 °C
With
sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; silica gel; di(n-butyl)tin oxide; Dess-Martin periodane; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; toluene; Petroleum ether; tert-butyl alcohol;
DOI:10.1055/s-2006-926316
