Technology Process of ((3R,4S,7S,8S,9R)-7-Butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-[1,5]dioxonan-3-yl)-carbamic acid benzyl ester
There total 10 articles about ((3R,4S,7S,8S,9R)-7-Butyl-8-hydroxy-4,9-dimethyl-2,6-dioxo-[1,5]dioxonan-3-yl)-carbamic acid benzyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 91 percent / Bu3SnH / benzene / reflux
2.1: CsOH / 2-methyl-propan-2-ol; H2O / 0 °C
2.2: 40 percent / pyridine / diethyl ether / 24 h / 0 °C
3.1: 100 percent / DEAD; Ph3P / benzene / 24 h / 25 °C
4.1: 95 percent / 6N HCl / ethanol / 24 h / 25 °C
5.1: 85 percent / Ph3P; Et3N; HCOOH / Pd(OAc)2 / dioxane / 1 h / 100 °C
6.1: 99 percent / Ph3P / benzene / 3 h / 25 °C
7.1: AgClO4 / benzene / 2 h / 80 °C
8.1: 85 percent / TBAF / tetrahydrofuran / 0.08 h / 0 °C
With
hydrogenchloride; cesium hydroxide; formic acid; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; silver perchlorate; triethylamine; triphenylphosphine; diethylazodicarboxylate;
palladium diacetate;
In
tetrahydrofuran; 1,4-dioxane; ethanol; water; tert-butyl alcohol; benzene;
1.1: Reduction / 2.1: Hydrolysis / 2.2: Esterification / 3.1: Acylation / 4.1: Hydrolysis / 5.1: desallylation / 6.1: Esterification / 7.1: Cyclization / 8.1: desilylation;
DOI:10.1016/S0040-4039(00)01316-2
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 100 percent / DEAD; Ph3P / benzene / 24 h / 25 °C
2: 95 percent / 6N HCl / ethanol / 24 h / 25 °C
3: 85 percent / Ph3P; Et3N; HCOOH / Pd(OAc)2 / dioxane / 1 h / 100 °C
4: 99 percent / Ph3P / benzene / 3 h / 25 °C
5: AgClO4 / benzene / 2 h / 80 °C
6: 85 percent / TBAF / tetrahydrofuran / 0.08 h / 0 °C
With
hydrogenchloride; formic acid; tetrabutyl ammonium fluoride; silver perchlorate; triethylamine; triphenylphosphine; diethylazodicarboxylate;
palladium diacetate;
In
tetrahydrofuran; 1,4-dioxane; ethanol; benzene;
1: Acylation / 2: Hydrolysis / 3: desallylation / 4: Esterification / 5: Cyclization / 6: desilylation;
DOI:10.1016/S0040-4039(00)01316-2