Technology Process of .beta.-D-Gulopyranose, 1,6-anhydro-3-bis(phenylmethyl)amino-3-deoxy-4-O-(tetrahydro-2H-pyran-2-yl)-
There total 7 articles about .beta.-D-Gulopyranose, 1,6-anhydro-3-bis(phenylmethyl)amino-3-deoxy-4-O-(tetrahydro-2H-pyran-2-yl)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: H2; aq. HCl / Pd/C / 2585.74 Torr
2.1: 70 percent / sodium carbonate / tetrahydrofuran; H2O
3.1: bis(tributyltin) oxide / toluene / 1.5 h / Heating
3.2: 96 percent / tetrabutylammonium bromide / toluene / 2.5 h / Heating
4.1: 88 percent / p-toluenesulfonic acid / CH2Cl2 / 1 h
5.1: sodium hydroxide / ethanol; H2O / 0.33 h / Heating
6.1: dibutyltin oxide / toluene / 0.33 h / Heating
6.2: 1.29 g / tetrabutylammonium bromide / toluene / 0.25 h / Heating
With
hydrogenchloride; sodium hydroxide; hydrogen; di(n-butyl)tin oxide; sodium carbonate; toluene-4-sulfonic acid; bis(tri-n-butyltin)oxide;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; water; toluene;
1.1: Reduction / 2.1: Acylation / 3.1: Esterification / 3.2: Alkylation / 4.1: Etherification / 5.1: Hydrolysis / 6.1: Condensation / 6.2: Alkylation;
DOI:10.1016/S0040-4020(99)00327-0
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 15 percent / NaOMe / methanol
2.1: H2; aq. HCl / Pd/C / 2585.74 Torr
3.1: 70 percent / sodium carbonate / tetrahydrofuran; H2O
4.1: bis(tributyltin) oxide / toluene / 1.5 h / Heating
4.2: 96 percent / tetrabutylammonium bromide / toluene / 2.5 h / Heating
5.1: 88 percent / p-toluenesulfonic acid / CH2Cl2 / 1 h
6.1: sodium hydroxide / ethanol; H2O / 0.33 h / Heating
7.1: dibutyltin oxide / toluene / 0.33 h / Heating
7.2: 1.29 g / tetrabutylammonium bromide / toluene / 0.25 h / Heating
With
hydrogenchloride; sodium hydroxide; hydrogen; sodium methylate; di(n-butyl)tin oxide; sodium carbonate; toluene-4-sulfonic acid; bis(tri-n-butyltin)oxide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;
1.1: Cyclization / 2.1: Reduction / 3.1: Acylation / 4.1: Esterification / 4.2: Alkylation / 5.1: Etherification / 6.1: Hydrolysis / 7.1: Condensation / 7.2: Alkylation;
DOI:10.1016/S0040-4020(99)00327-0
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 88 percent / p-toluenesulfonic acid / CH2Cl2 / 1 h
2.1: sodium hydroxide / ethanol; H2O / 0.33 h / Heating
3.1: dibutyltin oxide / toluene / 0.33 h / Heating
3.2: 1.29 g / tetrabutylammonium bromide / toluene / 0.25 h / Heating
With
sodium hydroxide; di(n-butyl)tin oxide; toluene-4-sulfonic acid;
In
ethanol; dichloromethane; water; toluene;
1.1: Etherification / 2.1: Hydrolysis / 3.1: Condensation / 3.2: Alkylation;
DOI:10.1016/S0040-4020(99)00327-0