Technology Process of 4-O-benzyl-1,5-anhydro-2,6-dideoxy-a-1,2-C-methylene-D-allo-pyranose
There total 1 articles about 4-O-benzyl-1,5-anhydro-2,6-dideoxy-a-1,2-C-methylene-D-allo-pyranose 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
diethylzinc;
In
diethyl ether; hexane;
at 0 ℃;
for 5h;
stereoselective reaction;
Inert atmosphere;
DOI:10.1021/ol302677z
- Guidance literature:
-
4-O-benzyl-1,5-anhydro-2,6-dideoxy-a-1,2-C-methylene-D-allo-pyranose;
With
oxalyl dichloride;
In
dichloromethane; dimethyl sulfoxide;
at -78 ℃;
for 0.5h;
Inert atmosphere;
With
triethylamine;
In
dichloromethane; dimethyl sulfoxide;
at 20 ℃;
Inert atmosphere;
DOI:10.1021/ol302677z
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.5 h / -78 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 4 h / -78 - 25 °C / Inert atmosphere; Molecular sieve
With
oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate;
In
dichloromethane; dimethyl sulfoxide;
1.1: |Swern Oxidation;
DOI:10.1021/ol302677z
