Technology Process of 1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)ethanone O-methyl oxime
There total 9 articles about 1-(4-(2-chloro-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzyl)phenyl)ethanone O-methyl oxime 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
pyridine; sodium acetate;
In
ethanol;
for 5h;
Inert atmosphere;
Reflux;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: n-butyllithium / pentane; tetrahydrofuran / 0.5 h / -78 °C
1.2: 4 h
1.3: 16 h / 20 °C
2.1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 20 °C
3.1: water; boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 22 h / 10 - 30 °C
4.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C
5.1: tetrakis(triphenylphosphine) palladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 3 h / 150 °C
6.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 0 - 20 °C
7.1: toluene; diethyl ether; tetrahydrofuran / 12 h / 90 °C
7.2: 20 °C
8.1: sodium acetate; pyridine / ethanol / 5 h / Inert atmosphere; Reflux
With
pyridine; triethylsilane; dmap; n-butyllithium; lithium hydroxide monohydrate; boron trifluoride diethyl etherate; water; sodium acetate; triethylamine; N-ethyl-N,N-diisopropylamine;
1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; pentane;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: n-butyllithium / pentane; tetrahydrofuran / 0.5 h / -78 °C
1.2: 4 h
1.3: 16 h / 20 °C
2.1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 20 °C
3.1: water; boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 22 h / 10 - 30 °C
4.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C
5.1: tetrakis(triphenylphosphine) palladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 3 h / 150 °C
6.1: water; lithium hydroxide monohydrate / tetrahydrofuran; methanol / 1 h / 0 - 20 °C
7.1: toluene; diethyl ether; tetrahydrofuran / 12 h / 90 °C
7.2: 20 °C
8.1: sodium acetate; pyridine / ethanol / 5 h / Inert atmosphere; Reflux
With
pyridine; triethylsilane; dmap; n-butyllithium; lithium hydroxide monohydrate; boron trifluoride diethyl etherate; water; sodium acetate; triethylamine; N-ethyl-N,N-diisopropylamine;
1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; pentane;
