Technology Process of (2S,3S,4R,5S,6R)-2-(3-(4-chlorobenzyl)-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-chlorobenzyl)-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:
-
C27H29ClO9;
With
trimethylsilyl trifluoromethanesulfonate; thiourea;
In
1,4-dioxane;
at 80 ℃;
for 4h;
methyl iodide;
With
N-ethyl-N,N-diisopropylamine;
In
1,4-dioxane;
at 20 ℃;
for 24h;
- Guidance literature:
-
(3S,4R,5S,6S)-6-(3-(4-chlorobenzyl)-4-methylphenyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate;
With
trimethylsilyl trifluoromethanesulfonate; thiourea;
In
1,4-dioxane;
at 80 ℃;
for 3h;
methyl iodide;
With
N-ethyl-N,N-diisopropylamine;
In
1,4-dioxane;
at 20 ℃;
for 18h;
- Guidance literature:
-
Multi-step reaction with 6 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
With
methanol; triethylsilane; dmap; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; boron trifluoride diethyl etherate; tert-butylmagnesium chloride; water; acetic acid; triethylamine; thiourea; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; acetonitrile;