Technology Process of (2S,3R,4R,6R)-2-(3-(4-ethoxybenzyl)-4-methylphenyl)-5,5-difluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol
There total 15 articles about (2S,3R,4R,6R)-2-(3-(4-ethoxybenzyl)-4-methylphenyl)-5,5-difluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol 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
palladium 10% on activated carbon; hydrogen; 1,2-dichloro-benzene;
In
methanol; ethyl acetate;
at 20 ℃;
for 12h;
DOI:10.1016/j.tetlet.2012.02.062
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide / water; acetone / 48 h / 20 °C
2.1: di(n-butyl)tin oxide / toluene / 6 h / Reflux
2.2: 16 h / Reflux
3.1: tetrabutyl ammonium fluoride / 0 - 20 °C
4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid / dichloromethane / 0 - 20 °C
5.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 1 h / -78 °C / Inert atmosphere
5.2: 3 h / -98 °C
5.3: -98 - 20 °C
6.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 1 h / -10 °C
7.1: palladium 10% on activated carbon; hydrogen; 1,2-dichloro-benzene / methanol; ethyl acetate / 12 h / 20 °C
With
triethylsilane; potassium osmate(VI) dihydrate; n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; palladium 10% on activated carbon; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; di(n-butyl)tin oxide; 4-methylmorpholine N-oxide; 1,2-dichloro-benzene;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; acetone; toluene; acetonitrile;
DOI:10.1016/j.tetlet.2012.02.062
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 1 h / -78 °C / Inert atmosphere
1.2: 3 h / -98 °C
1.3: -98 - 20 °C
2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 1 h / -10 °C
3.1: palladium 10% on activated carbon; hydrogen; 1,2-dichloro-benzene / methanol; ethyl acetate / 12 h / 20 °C
With
triethylsilane; n-butyllithium; palladium 10% on activated carbon; boron trifluoride diethyl etherate; hydrogen; 1,2-dichloro-benzene;
In
tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; toluene; acetonitrile;
DOI:10.1016/j.tetlet.2012.02.062
