Technology Process of (2S,3S,4R,5S,6R)-2-(3-(4-(2-aminoethoxy)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
There total 11 articles about (2S,3S,4R,5S,6R)-2-(3-(4-(2-aminoethoxy)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
trifluoroacetic acid;
In
dichloromethane;
for 2h;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 - 0 °C
2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
3.2: 3 h / -78 - 20 °C
4.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate; methanol; water; sodium hydroxide / 0.5 h / 0 - 20 °C
5.1: water; acetic acid / 22 h / 100 °C / Inert atmosphere
6.1: dmap; triethylamine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere
7.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 1 h / 760.05 Torr
8.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C
9.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
10.1: trifluoroacetic acid / dichloromethane / 2 h
With
methanol; triethylsilane; dmap; sodium tetrahydroborate; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; palladium 10% on activated carbon; boron trifluoride diethyl etherate; water; hydrogen; potassium carbonate; acetic acid; triethylamine; thiourea; trifluoroacetic acid; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 4 steps
1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 1 h / 760.05 Torr
2: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C
3: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
4: trifluoroacetic acid / dichloromethane / 2 h
With
trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen; potassium carbonate; thiourea; trifluoroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
