Technology Process of 16S-Hydroxy-16,22-dihydro-(-)-apparicine
There total 19 articles about 16S-Hydroxy-16,22-dihydro-(-)-apparicine 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:
-
(-)-(4E)-(2R,3S)-3-(2'-azidoethyl)-2-(1H-indole-2-yl)-4-(3'-nitropyridyloxymethyl)-4-hexen-2-ol;
With
triphenylphosphine;
In
tetrahydrofuran; water;
at 60 ℃;
for 17h;
With
acetic acid;
In
tetrahydrofuran; water;
at 0 - 20 ℃;
for 3.5h;
formaldehyd;
With
pyridinium p-toluenesulfonate;
In
tetrahydrofuran; water;
at 20 ℃;
for 10h;
DOI:10.1002/chem.201300292
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridine / dichloromethane / 3 h / 0 °C
2.1: Dess-Martin periodane / dichloromethane / 0.75 h / 20 °C
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C
3.2: 1.5 h / -78 °C
4.1: tetrabutyl ammonium fluoride; ethylenediamine / tetrahydrofuran / 0.08 h / 20 °C
5.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 °C
6.1: potassium carbonate; potassium hydroxide / toluene / 0.08 h / -20 °C
6.2: 48 h / -20 - -10 °C
7.1: triphenylphosphine / tetrahydrofuran; water / 17 h / 60 °C
7.2: 3.5 h / 0 - 20 °C
7.3: 10 h / 20 °C
With
pyridine; n-butyllithium; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; ethylenediamine; triphenylphosphine; potassium hydroxide;
In
tetrahydrofuran; hexane; dichloromethane; water; toluene;
2.1: |Dess-Martin Oxidation / 7.1: |Staudinger Azide Reduction;
DOI:10.1002/chem.201300292
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: Dess-Martin periodane / dichloromethane / 0.75 h / 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C
2.2: 1.5 h / -78 °C
3.1: tetrabutyl ammonium fluoride; ethylenediamine / tetrahydrofuran / 0.08 h / 20 °C
4.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 °C
5.1: potassium carbonate; potassium hydroxide / toluene / 0.08 h / -20 °C
5.2: 48 h / -20 - -10 °C
6.1: triphenylphosphine / tetrahydrofuran; water / 17 h / 60 °C
6.2: 3.5 h / 0 - 20 °C
6.3: 10 h / 20 °C
With
n-butyllithium; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; ethylenediamine; triphenylphosphine; potassium hydroxide;
In
tetrahydrofuran; hexane; dichloromethane; water; toluene;
1.1: |Dess-Martin Oxidation / 6.1: |Staudinger Azide Reduction;
DOI:10.1002/chem.201300292
