Technology Process of (S)-1-((3aR,5R,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)ethanol
There total 13 articles about (S)-1-((3aR,5R,6S,7R,7aR)-2-(dimethylamino)-6,7-bis(4-methoxybenzyloxy)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)ethanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
ethanol; diethylamino-sulfur trifluoride;
In
dichloromethane;
at 20 ℃;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium carbonate / 20 °C
2.1: triethylamine / dmap / N,N-dimethyl-formamide / 50 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 15 °C
3.2: 3 h / 20 °C
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
5.1: N-Bromosuccinimide / tetrabutylammomium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 0.5 h / 15 °C
6.1: tetrahydrofuran / 2 h / 20 °C
7.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
8.1: diethylamino-sulfur trifluoride; ethanol / dichloromethane / 20 °C
With
N-Bromosuccinimide; ethanol; diethylamino-sulfur trifluoride; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; Dess-Martin periodane; triethylamine;
dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: hydrogenchloride / acetone / 20 °C
2.1: sodium hydrogencarbonate / dichloromethane; water
3.1: triethylamine / dichloromethane / 3 h / 5 - 10 °C
3.2: 20 °C
4.1: potassium carbonate / 20 °C
5.1: triethylamine / dmap / N,N-dimethyl-formamide / 50 °C
6.1: sodium hydride / N,N-dimethyl-formamide / 15 °C
6.2: 3 h / 20 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
8.1: N-Bromosuccinimide / tetrabutylammomium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 0.5 h / 15 °C
9.1: tetrahydrofuran / 2 h / 20 °C
10.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
11.1: diethylamino-sulfur trifluoride; ethanol / dichloromethane / 20 °C
With
hydrogenchloride; N-Bromosuccinimide; ethanol; diethylamino-sulfur trifluoride; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; triethylamine;
dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;