Technology Process of (1S,2R,5S,7R)-7-(5-(benzyloxy)pentyl)-5-(15-hydroxypentadecyl)-6,8-dioxabicyclo[3.2.1]octan-2-yl benzoate
There total 15 articles about (1S,2R,5S,7R)-7-(5-(benzyloxy)pentyl)-5-(15-hydroxypentadecyl)-6,8-dioxabicyclo[3.2.1]octan-2-yl benzoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dichloro bis(acetonitrile) palladium(II);
In
acetonitrile;
at 20 ℃;
regioselective reaction;
Inert atmosphere;
DOI:10.1016/j.tet.2012.12.045
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sodium periodate / dichloromethane; water / 4 h / 0 - 20 °C
2.1: potassium tert-butylate / tetrahydrofuran / 0 °C
2.2: 0.5 h / 0 °C
3.1: hydrogen / ethanol / 0.5 h / 1034.32 Torr
4.1: toluene-4-sulfonic acid / methanol / 20 h / 0 °C
5.1: di(n-butyl)tin oxide; dmap; triethylamine / dichloromethane / 0.5 h / 20 °C / Cooling with ice
5.2: 4 h / 0 - 20 °C
6.1: potassium carbonate / methanol / 1 h / 0 °C / Inert atmosphere
7.1: n-butyllithium; boron trifluoride diethyl etherate / tetrahydrofuran / 0.75 h / -78 °C
8.1: dmap; triethylamine / dichloromethane / 0.25 h / 0 °C
8.2: 2 h / 0 °C
9.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C
10.1: dichloro bis(acetonitrile) palladium(II) / acetonitrile / 20 °C / Inert atmosphere
With
dmap; dichloro bis(acetonitrile) palladium(II); sodium periodate; n-butyllithium; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetonitrile;
2.1: |Wittig Olefination / 2.2: |Wittig Olefination;
DOI:10.1016/j.tet.2012.12.045
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: dmap; triethylamine / dichloromethane / 0.25 h / 0 °C
1.2: 1 h / 0 °C
2.1: n-butyllithium; boron trifluoride diethyl etherate / tetrahydrofuran / 0.75 h / -78 °C
3.1: dmap; triethylamine / dichloromethane / 0.25 h / 0 °C
3.2: 2 h / 0 °C
4.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C
5.1: dichloro bis(acetonitrile) palladium(II) / acetonitrile / 20 °C / Inert atmosphere
With
dmap; dichloro bis(acetonitrile) palladium(II); n-butyllithium; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2012.12.045