Technology Process of S-(p-tolyl)(2S,3S,6R)-6-(benzyloxymethyl)-3-hydroxy-5-methylenetetrahydropyran-2-carboxylate
There total 10 articles about S-(p-tolyl)(2S,3S,6R)-6-(benzyloxymethyl)-3-hydroxy-5-methylenetetrahydropyran-2-carboxylate 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
dmap; dicyclohexyl-carbodiimide;
In
dichloromethane;
at 0 - 20 ℃;
for 16h;
DOI:10.1246/bcsj.20120152
- Guidance literature:
-
Multi-step reaction with 4 steps
1: pyridinium p-toluenesulfonate / dichloromethane; methanol / 0.17 h / -10 °C
2: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 0.5 h / 0 °C
3: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogenphosphate / water; tert-butyl alcohol / 2 h / 0 - 20 °C
4: dicyclohexyl-carbodiimide; dmap / dichloromethane / 16 h / 0 - 20 °C
With
dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide;
In
methanol; dichloromethane; water; tert-butyl alcohol;
2: |Parikh-Doering Oxidation;
DOI:10.1246/bcsj.20120152
- Guidance literature:
-
Multi-step reaction with 10 steps
1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 20 °C / Molecular sieve
2: n-butyllithium / tetrahydrofuran / 0 - 20 °C
3: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C
4: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C
5: camphor-10-sulfonic acid / dichloromethane; methanol / 20 °C
6: 1H-imidazole / N,N-dimethyl-formamide / 61.5 h / 50 °C
7: pyridinium p-toluenesulfonate / dichloromethane; methanol / 0.17 h / -10 °C
8: triethylamine; sulfur trioxide pyridine complex; dimethyl sulfoxide / dichloromethane / 0.5 h / 0 °C
9: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogenphosphate / water; tert-butyl alcohol / 2 h / 0 - 20 °C
10: dicyclohexyl-carbodiimide; dmap / dichloromethane / 16 h / 0 - 20 °C
With
1H-imidazole; dmap; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
8: |Parikh-Doering Oxidation;
DOI:10.1246/bcsj.20120152
