Technology Process of (4R,5R)-4-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-2-[(S,3E,5E)-5,7-dimethyl-2-oxonona-3,5-dienyl]-4,5-(isopropylidenedioxy)-3-phenylcyclopent-2-en-1-one
There total 25 articles about (4R,5R)-4-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-2-[(S,3E,5E)-5,7-dimethyl-2-oxonona-3,5-dienyl]-4,5-(isopropylidenedioxy)-3-phenylcyclopent-2-en-1-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:
-
With
18-crown-6 ether; potassium carbonate;
In
benzene;
at 60 ℃;
for 3.5h;
Inert atmosphere;
DOI:10.1016/j.tet.2013.05.091
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: toluene-4-sulfonic acid / methanol / 6 h / Reflux; Inert atmosphere
2.1: sodium tetraborate decahydrate / water; formic acid / 3 h / 40 °C / Inert atmosphere
3.1: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere
4.1: trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium(0); 2,6-di-tert-butyl-4-methyl-phenol / toluene / 44 h / 50 °C / Inert atmosphere; Darkness
5.1: bis(dibenzylideneacetone)-palladium(0); tri-tert-butyl phosphine / tetrahydrofuran; toluene / 22 h / 0 - 55 °C / Inert atmosphere
6.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
6.2: -78 °C / Inert atmosphere
7.1: toluene-4-sulfonic acid / acetonitrile; water / 16 h / 20 °C / Inert atmosphere
8.1: 18-crown-6 ether; potassium carbonate / benzene / 3.5 h / 60 °C / Inert atmosphere
With
bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; sodium tetraborate decahydrate; trifuran-2-yl-phosphane; 18-crown-6 ether; tri-tert-butyl phosphine; 2,6-di-tert-butyl-4-methyl-phenol; potassium carbonate; toluene-4-sulfonic acid; bis(dibenzylideneacetone)-palladium(0);
In
tetrahydrofuran; methanol; formic acid; hexane; water; toluene; acetonitrile; benzene;
DOI:10.1016/j.tet.2013.05.091
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide / water; dichloromethane / 0.13 h / 0 °C
2.1: zinc; triphenylphosphine / dichloromethane / 96 h / 20 °C
2.2: 0.5 h / 0 - 20 °C
3.1: trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium(0); 2,6-di-tert-butyl-4-methyl-phenol / toluene / 44 h / 50 °C / Inert atmosphere; Darkness
4.1: bis(dibenzylideneacetone)-palladium(0); tri-tert-butyl phosphine / tetrahydrofuran; toluene / 22 h / 0 - 55 °C / Inert atmosphere
5.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
5.2: -78 °C / Inert atmosphere
6.1: toluene-4-sulfonic acid / acetonitrile; water / 16 h / 20 °C / Inert atmosphere
7.1: 18-crown-6 ether; potassium carbonate / benzene / 3.5 h / 60 °C / Inert atmosphere
With
sodium hypochlorite; n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trifuran-2-yl-phosphane; 18-crown-6 ether; tri-tert-butyl phosphine; 2,6-di-tert-butyl-4-methyl-phenol; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; potassium bromide; bis(dibenzylideneacetone)-palladium(0); zinc;
In
tetrahydrofuran; hexane; dichloromethane; water; toluene; acetonitrile; benzene;
DOI:10.1016/j.tet.2013.05.091
