Technology Process of (2R,3S,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2,3-dicarbothioic acid di-S-ethyl ester
There total 1 articles about (2R,3S,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2,3-dicarbothioic acid di-S-ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2R,3R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2,3-dicarbothioic acid di-S-ethyl ester;
With
lithium diisopropyl amide;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.5h;
Inert atmosphere;
With
methanol;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.25h;
With
sodium tetrahydroborate;
In
methanol;
at 0 - 20 ℃;
DOI:10.1016/j.tetasy.2012.08.008
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: titanium(IV) isopropylate / 240 h / 100 °C / Inert atmosphere; Sealed tube
2.1: lithium aluminium tetrahydride / 70 °C
3.1: sodium hydride / tetrahydrofuran; pentane / 20 °C
3.2: 20 °C
4.1: di-isopropyl azodicarboxylate; triphenylphosphine; hydrogen azide / tetrahydrofuran; benzene / 0 - 20 °C / Inert atmosphere
5.1: hydrogen; 10% Pd/C / ethyl acetate; ethanol / 3 h / 2585.81 Torr
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; benzotriazol-1-ol / dichloromethane / 0 - 20 °C / Inert atmosphere
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
With
titanium(IV) isopropylate; lithium aluminium tetrahydride; hydrogen azide; di-isopropyl azodicarboxylate; 10% Pd/C; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine;
In
tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; pentane; benzene;
4.1: |Mitsunobu Displacement;
DOI:10.1016/j.tetasy.2012.08.008
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: titanium(IV) isopropylate / 240 h / 100 °C / Inert atmosphere; Sealed tube
2.1: lithium aluminium tetrahydride / 70 °C
3.1: sodium hydride / tetrahydrofuran; pentane / 20 °C
3.2: 20 °C
4.1: di-isopropyl azodicarboxylate; triphenylphosphine; hydrogen azide / tetrahydrofuran; benzene / 0 - 20 °C / Inert atmosphere
5.1: hydrogen; 10% Pd/C / ethyl acetate; ethanol / 3 h / 2585.81 Torr
6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; benzotriazol-1-ol / dichloromethane / 0 - 20 °C / Inert atmosphere
With
titanium(IV) isopropylate; lithium aluminium tetrahydride; hydrogen azide; di-isopropyl azodicarboxylate; 10% Pd/C; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine;
In
tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; pentane; benzene;
4.1: |Mitsunobu Displacement;
DOI:10.1016/j.tetasy.2012.08.008
