Technology Process of 4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)butanoic acid
There total 12 articles about 4-(4-(2-methyl-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(methylthio)tetrahydro-2H-pyran-2-yl)benzyl)phenoxy)butanoic acid which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
lithium hydroxide;
In
tetrahydrofuran; methanol;
at 60 ℃;
for 1h;
Inert atmosphere;
- Guidance literature:
-
With
lithium hydroxide;
In
tetrahydrofuran; methanol;
at 60 ℃;
for 1h;
Inert atmosphere;
DOI:10.1021/acs.jmedchem.6b01541
- 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: lithium hydroxide / tetrahydrofuran; methanol / 1 h / 60 °C / Inert atmosphere
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; sodium hydroxide; lithium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
