Technology Process of phenyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside
There total 8 articles about phenyl 2-azido-6-O-benzoyl-3-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
triethylamine;
In
dichloromethane;
at 0 - 20 ℃;
for 0.5h;
Inert atmosphere;
DOI:10.1021/jo300722y
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 18 h / 20 °C / Inert atmosphere
2.1: potassium carbonate; water / methanol / 18 h / 60 °C
3.1: imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate / methanol / 2.67 h / 20 °C
4.1: toluene-4-sulfonic acid / acetonitrile / 72 h / 20 °C
5.1: sodium hydride / tetrahydrofuran / 1.5 h / 20 °C
5.2: 3 h / 50 °C
6.1: water; acetic acid / 3 h / 100 °C
7.1: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere
With
imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; trimethylsilyl trifluoromethanesulfonate; water; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo300722y
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: pyridine / dichloromethane / 16 h / 0 - 20 °C
2.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 18 h / 20 °C / Inert atmosphere
3.1: potassium carbonate; water / methanol / 18 h / 60 °C
4.1: imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate / methanol / 2.67 h / 20 °C
5.1: toluene-4-sulfonic acid / acetonitrile / 72 h / 20 °C
6.1: sodium hydride / tetrahydrofuran / 1.5 h / 20 °C
6.2: 3 h / 50 °C
7.1: water; acetic acid / 3 h / 100 °C
8.1: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere
With
pyridine; imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; trimethylsilyl trifluoromethanesulfonate; water; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo300722y