Technology Process of 6-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-manno-pyranozide) boronic acid
There total 6 articles about 6-(methyl 2,3,4-tri-O-benzyl-6-deoxy-α-D-manno-pyranozide) boronic 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:
-
triethylsilane; boron tribromide; (2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-methoxy-6-vinyl-tetrahydro-pyran;
In
pentane;
at -78 - 20 ℃;
for 3.25h;
Inert atmosphere;
sodium hydroxide;
In
pentane;
at 20 ℃;
for 0.5h;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C / Molecular sieve
2.1: n-butyllithium / tetrahydrofuran / 0.5 h / 15 °C / Inert atmosphere
2.2: 18 h / -78 - 20 °C
3.1: pentane / 3.25 h / -78 - 20 °C / Inert atmosphere
3.2: 0.5 h / 20 °C
With
n-butyllithium; pyridinium chlorochromate;
In
tetrahydrofuran; dichloromethane; pentane;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: dmap; pyridine / 1.5 h
2.1: potassium hydroxide / 1 h / 80 °C
3.1: water; ammonium cerium (IV) nitrate / acetonitrile / 60 °C
4.1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C / Molecular sieve
5.1: n-butyllithium / tetrahydrofuran / 0.5 h / 15 °C / Inert atmosphere
5.2: 18 h / -78 - 20 °C
6.1: pentane / 3.25 h / -78 - 20 °C / Inert atmosphere
6.2: 0.5 h / 20 °C
With
pyridine; dmap; n-butyllithium; ammonium cerium (IV) nitrate; water; pyridinium chlorochromate; potassium hydroxide;
In
tetrahydrofuran; dichloromethane; acetonitrile; pentane;