Technology Process of (2S,3S,4R,5S,6R)-2-(3-(4-(3-(2H-tetrazol-5-yl)propyl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
There total 12 articles about (2S,3S,4R,5S,6R)-2-(3-(4-(3-(2H-tetrazol-5-yl)propyl)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
trimethylsilylazide; di(n-butyl)tin oxide;
In
toluene;
at 90 ℃;
for 18h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylsilane; boron trifluoride diethyl etherate / acetonitrile / 2 h / 0 - 60 °C
2.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
2.2: 1.5 h / -78 - 60 °C
3.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate; methanol; water; sodium hydroxide / 0.25 h
4.1: water; acetic acid / 7 h / 100 °C
5.1: dmap; triethylamine / acetonitrile / 1 h / 20 °C
6.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C
6.2: 18 h / 20 °C
7.1: tri tert-butylphosphoniumtetrafluoroborate; N-Methyldicyclohexylamine; tris-(dibenzylideneacetone)dipalladium(0) / 1-methyl-pyrrolidin-2-one / 0.33 h / 160 °C / Microwave irradiation
8.1: palladium 10% on activated carbon; hydrogen / methanol / 5 h / 2068.65 Torr
9.1: trimethylsilylazide; di(n-butyl)tin oxide / toluene / 18 h / 90 °C
With
methanol; triethylsilane; dmap; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium(0); trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; trimethylsilylazide; N-Methyldicyclohexylamine; palladium 10% on activated carbon; boron trifluoride diethyl etherate; tert-butylmagnesium chloride; water; hydrogen; di(n-butyl)tin oxide; acetic acid; triethylamine; thiourea; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate;
In
tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate; methanol; water; sodium hydroxide / 0.25 h
2.1: water; acetic acid / 7 h / 100 °C
3.1: dmap; triethylamine / acetonitrile / 1 h / 20 °C
4.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C
4.2: 18 h / 20 °C
5.1: tri tert-butylphosphoniumtetrafluoroborate; N-Methyldicyclohexylamine; tris-(dibenzylideneacetone)dipalladium(0) / 1-methyl-pyrrolidin-2-one / 0.33 h / 160 °C / Microwave irradiation
6.1: palladium 10% on activated carbon; hydrogen / methanol / 5 h / 2068.65 Torr
7.1: trimethylsilylazide; di(n-butyl)tin oxide / toluene / 18 h / 90 °C
With
methanol; dmap; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium(0); trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; trimethylsilylazide; N-Methyldicyclohexylamine; palladium 10% on activated carbon; water; hydrogen; di(n-butyl)tin oxide; acetic acid; triethylamine; thiourea; sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate;
In
1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; toluene; acetonitrile;