Technology Process of 6'-azido-2,2',3,3',4,4'-hexa-O-benzyl-6'-deoxy-α-D-trehalose
There total 4 articles about 6'-azido-2,2',3,3',4,4'-hexa-O-benzyl-6'-deoxy-α-D-trehalose which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
6-azido-2,2',3,3',4,4',6'-hepta-O-benzyl-6-deoxy-α,α'-trehalose;
With
trimethylsilyl trifluoromethanesulfonate; acetic anhydride;
In
dichloromethane;
at -78 - 20 ℃;
for 9h;
With
sodium methylate;
In
methanol; dichloromethane;
at 20 ℃;
for 0.5h;
DOI:10.1016/j.bmc.2004.09.033
-
-
Toluene-4-sulfonic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 0.46 g / sodium azide / dimethylformamide / 5 h / 100 °C
2.1: acetic anhydride; trimethylsilyl trifluoromethanesulfonate / CH2Cl2 / 9 h / -78 - 20 °C
2.2: 50 percent / sodium methoxide / methanol; CH2Cl2 / 0.5 h / 20 °C
With
sodium azide; trimethylsilyl trifluoromethanesulfonate; acetic anhydride;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.09.033
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: acetic anhydride; TMSOTf / CH2Cl2 / 9 h / -78 - 20 °C
1.2: 50 percent / sodium methoxide / methanol; CH2Cl2 / 0.5 h / 20 °C
2.1: pyridine / 3 h
3.1: 0.46 g / sodium azide / dimethylformamide / 5 h / 100 °C
4.1: acetic anhydride; trimethylsilyl trifluoromethanesulfonate / CH2Cl2 / 9 h / -78 - 20 °C
4.2: 50 percent / sodium methoxide / methanol; CH2Cl2 / 0.5 h / 20 °C
With
pyridine; sodium azide; trimethylsilyl trifluoromethanesulfonate; acetic anhydride;
In
dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.09.033