Technology Process of 1-((3aR,5S,6S,7R,7aR)-6,7-bis(4-methoxybenzyloxy)-2-(methylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)cyclopent-3-enol
There total 11 articles about 1-((3aR,5S,6S,7R,7aR)-6,7-bis(4-methoxybenzyloxy)-2-(methylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)cyclopent-3-enol which
guide to synthetic route it.
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synthetic route:
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1374661-93-4
4-((3aR,5S,6S,7R,7aR)-6,7-bis(4-methoxybenzyloxy)-2-(methylamino)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]thiazol-5-yl)hepta-1,6-dien-4-ol
- Guidance literature:
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Grubbs catalyst first generation;
In
dichloromethane;
at 20 ℃;
for 12h;
Inert atmosphere;
- Guidance literature:
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Multi-step reaction with 13 steps
1.1: sodium hydroxide / 20 °C
2.1: pyridine
3.1: hydrogenchloride; water / acetone
4.1: triethylamine / acetonitrile / 12 h / 60 °C
4.2: 20 °C
5.1: potassium carbonate; methanol / 20 °C
6.1: triethylamine / methanol / 45 °C
7.1: triethylamine / dmap / dichloromethane / 4 h / 0 - 20 °C
8.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
10.1: N-Bromosuccinimide; potassium hydrogencarbonate / tetrabutylammomium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 20 °C
10.2: pH 3
11.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 2 h / 20 °C
12.1: tetrahydrofuran / 1 h / 20 °C
13.1: Grubbs catalyst first generation / dichloromethane / 12 h / 20 °C / Inert atmosphere
With
pyridine; hydrogenchloride; methanol; N-Bromosuccinimide; tetrabutyl ammonium fluoride; water; sodium hydride; potassium carbonate; potassium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide;
Grubbs catalyst first generation; dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: triethylamine / acetonitrile / 12 h / 60 °C
1.2: 20 °C
2.1: potassium carbonate; methanol / 20 °C
3.1: triethylamine / methanol / 45 °C
4.1: triethylamine / dmap / dichloromethane / 4 h / 0 - 20 °C
5.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
7.1: N-Bromosuccinimide; potassium hydrogencarbonate / tetrabutylammomium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 20 °C
7.2: pH 3
8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 2 h / 20 °C
9.1: tetrahydrofuran / 1 h / 20 °C
10.1: Grubbs catalyst first generation / dichloromethane / 12 h / 20 °C / Inert atmosphere
With
methanol; N-Bromosuccinimide; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; potassium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine;
Grubbs catalyst first generation; dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;