Technology Process of (3aR,7aS)-methyl 6-(diphenoxyphosphoryloxy)-2,2-dimethyl-3a,7adihydro-4H-[1,3]dioxolo[4,5-c]pyridine-5(4H)-carboxylate
There total 8 articles about (3aR,7aS)-methyl 6-(diphenoxyphosphoryloxy)-2,2-dimethyl-3a,7adihydro-4H-[1,3]dioxolo[4,5-c]pyridine-5(4H)-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(3aR,7aS)-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-c]pyridin-6(3aH)-one;
With
potassium hexamethylsilazane;
In
tetrahydrofuran; toluene;
at -78 - -70 ℃;
for 1.5h;
chlorophosphoric acid diphenyl ester;
In
tetrahydrofuran; toluene;
at -70 - 0 ℃;
for 1h;
DOI:10.1002/ejoc.201201429
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: pyridine / -15 °C
1.2: 7 h / -15 - 0 °C
2.1: sodium azide; 18-crown-6 ether / acetonitrile / 22 h / Inert atmosphere; Reflux
3.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 25 °C / 760.05 Torr / Inert atmosphere
4.1: toluene-4-sulfonic acid / methanol / 55 °C
5.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 - -70 °C
5.2: 0.17 h
6.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1.5 h / -78 - -70 °C
6.2: 1 h / -70 - 0 °C
With
pyridine; n-butyllithium; sodium azide; 18-crown-6 ether; palladium 10% on activated carbon; hydrogen; potassium hexamethylsilazane; toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; toluene; acetonitrile;
DOI:10.1002/ejoc.201201429
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: bromine / water / 120 h / 25 °C
2.1: pyridine / -15 °C
2.2: 7 h / -15 - 0 °C
3.1: sodium azide; 18-crown-6 ether / acetonitrile / 22 h / Inert atmosphere; Reflux
4.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 25 °C / 760.05 Torr / Inert atmosphere
5.1: toluene-4-sulfonic acid / methanol / 55 °C
6.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 - -70 °C
6.2: 0.17 h
7.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1.5 h / -78 - -70 °C
7.2: 1 h / -70 - 0 °C
With
pyridine; n-butyllithium; sodium azide; 18-crown-6 ether; palladium 10% on activated carbon; hydrogen; bromine; potassium hexamethylsilazane; toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; water; toluene; acetonitrile;
DOI:10.1002/ejoc.201201429