Technology Process of (6R,7R,8R,8aR)-6,7,8-tris(benzyloxy)hexahydroindolizin-3(5H)-one
There total 13 articles about (6R,7R,8R,8aR)-6,7,8-tris(benzyloxy)hexahydroindolizin-3(5H)-one which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
benzyl (2S,3R,4R,5R)-3,4,5-tris(benzyloxy)-2-(hydroxymethyl)piperidine-1-carboxylate;
With
pyridine; chromium(VI) oxide; acetic anhydride;
ethyl (triphenylphosphoranylidene)acetate;
In
dichloromethane;
for 6h;
Further stages;
Reflux;
DOI:10.1002/ejoc.201001171
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium azide / N,N-dimethyl-formamide / 6 h / 120 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 20 °C
3.1: sodium hydrogencarbonate / ethyl acetate / 4 h / 0 °C
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C
4.2: 2 h
5.1: Grubbs catalyst first generation / dichloromethane / 12 h / 20 °C
6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 20 °C
7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C
7.2: 8 h / 20 °C
8.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
9.1: pyridine; chromium(VI) oxide; acetic anhydride
9.2: 6 h / Reflux
With
pyridine; Grubbs catalyst first generation; chromium(VI) oxide; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium azide; acetic anhydride; sodium hydride; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; mineral oil; tert-butyl alcohol;
9.2: Wittig reaction;
DOI:10.1002/ejoc.201001171
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 20 °C
2.1: sodium hydrogencarbonate / ethyl acetate / 4 h / 0 °C
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C
3.2: 2 h
4.1: Grubbs catalyst first generation / dichloromethane / 12 h / 20 °C
5.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 20 °C
6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C
6.2: 8 h / 20 °C
7.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
8.1: pyridine; chromium(VI) oxide; acetic anhydride
8.2: 6 h / Reflux
With
pyridine; Grubbs catalyst first generation; chromium(VI) oxide; osmium(VIII) oxide; lithium aluminium tetrahydride; acetic anhydride; sodium hydride; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; mineral oil; tert-butyl alcohol;
8.2: Wittig reaction;
DOI:10.1002/ejoc.201001171
