Technology Process of (-)-(2S,4S)-4-(benzyloxy)-3,4-dihydro-2H-pyran-2-carboxaldehyde
There total 9 articles about (-)-(2S,4S)-4-(benzyloxy)-3,4-dihydro-2H-pyran-2-carboxaldehyde 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
oxalyl dichloride; dimethyl sulfoxide;
In
dichloromethane;
at -45 ℃;
for 2h;
DOI:10.1021/jo00248a010
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 77 percent / pyridine, 4-(dimethylamino)pyridine / 12 h / -35 - 25 °C
2: 1.) sodium hydride / 1.) 4 h, 2.) 12 h
3: 72 percent / AIBN, tri-n-butyltin hydride / toluene / 1.5 h / Heating
4: 62 percent / sodium methoxide / methanol / 18 h / Ambient temperature
5: 1.) potassium hydride, 2.) tetra-n-butylammonium iodide / 1.) THF, 15 min, 2.) 25 deg C, 12 h
6: 91 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 25 °C
7: 77 percent / oxalyl chloride, dimethyl sulfoxide / CH2Cl2 / 2 h / -45 °C
With
pyridine; dmap; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium methylate; tetra-(n-butyl)ammonium iodide; potassium hydride; sodium hydride; dimethyl sulfoxide;
In
tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jo00248a010
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 91 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 25 °C
2: 77 percent / oxalyl chloride, dimethyl sulfoxide / CH2Cl2 / 2 h / -45 °C
With
oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00248a010
