Technology Process of (2S,3S,4R,5Z)-2-azido-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-3,4-dibenzyloxy-5-octadecene
There total 5 articles about (2S,3S,4R,5Z)-2-azido-1-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyloxy)-3,4-dibenzyloxy-5-octadecene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2,3,4,6-tetra-O-benzyl-D-galactopyranose;
With
2,6-di-tert-butyl-4-methylpyridine; dimethylsulfide; trifluoromethylsulfonic anhydride;
In
dichloromethane;
at -45 - 20 ℃;
for 1.5h;
(2S,3S,4R,5Z)-2-azido-3,4-dibenzyloxy-5-octadecen-1-ol;
In
dichloromethane;
at 20 ℃;
for 10h;
DOI:10.1021/jo051518u
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 87 percent / potassium hexamethyldisilylamide / tetrahydrofuran; toluene / 3 h / -84 °C
2.1: 2,6-tert-butyl-4-methylpyridine; trifluoromethanesufonic anhydride; dimethyl sulfide / CH2Cl2 / 1.5 h / -45 - 20 °C
2.2: 55 percent / CH2Cl2 / 10 h / 20 °C
With
2,6-di-tert-butyl-4-methylpyridine; dimethylsulfide; trifluoromethylsulfonic anhydride; potassium hexamethylsilazane;
In
tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo051518u
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 87 percent / potassium hexamethyldisilylamide / tetrahydrofuran; toluene / 3 h / -84 °C
2.1: 2,6-tert-butyl-4-methylpyridine; trifluoromethanesufonic anhydride; dimethyl sulfide / CH2Cl2 / 1.5 h / -45 - 20 °C
2.2: 55 percent / CH2Cl2 / 10 h / 20 °C
With
2,6-di-tert-butyl-4-methylpyridine; dimethylsulfide; trifluoromethylsulfonic anhydride; potassium hexamethylsilazane;
In
tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo051518u