Technology Process of 1-((5R,6S,Z)-5-(4-methoxybenzyloxy)-4,6-dimethylocta-3,7-dienyl)-3-(methoxymethoxy)-5-nitrobenzene
There total 6 articles about 1-((5R,6S,Z)-5-(4-methoxybenzyloxy)-4,6-dimethylocta-3,7-dienyl)-3-(methoxymethoxy)-5-nitrobenzene 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
tetra-(n-butyl)ammonium iodide; sodium hydride;
In
tetrahydrofuran; dimethyl sulfoxide;
at 0 - 25 ℃;
for 3h;
Inert atmosphere;
DOI:10.1021/ja4061273
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / tetrahydrofuran; water / 16 h / 100 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine / diethyl ether; toluene / 14 h / 0 - 25 °C / Inert atmosphere
3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 25 °C / Inert atmosphere
3.2: 14 h / 0 - 25 °C / Inert atmosphere
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 25 °C / Inert atmosphere
5.1: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); (R)-(+)-5,5′-bis[di(3,5-xylyl)phosphino]-4,4′-bi-1,3-benzodioxole / ethyl acetate / 16 h / 95 °C / Inert atmosphere
5.2: 3 h / 80 °C / Inert atmosphere
6.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; dimethyl sulfoxide / 3 h / 0 - 25 °C / Inert atmosphere
With
bis-triphenylphosphine-palladium(II) chloride; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); (R)-(+)-5,5′-bis[di(3,5-xylyl)phosphino]-4,4′-bi-1,3-benzodioxole; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; 9-bora-bicyclo[3.3.1]nonane; triphenylphosphine;
In
tetrahydrofuran; diethyl ether; water; dimethyl sulfoxide; ethyl acetate; toluene;
1.1: |Suzuki Coupling / 3.2: |Suzuki Coupling;
DOI:10.1021/ja4061273
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 25 °C / Inert atmosphere
2.1: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); (R)-(+)-5,5′-bis[di(3,5-xylyl)phosphino]-4,4′-bi-1,3-benzodioxole / ethyl acetate / 16 h / 95 °C / Inert atmosphere
2.2: 3 h / 80 °C / Inert atmosphere
3.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; dimethyl sulfoxide / 3 h / 0 - 25 °C / Inert atmosphere
With
(carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); (R)-(+)-5,5′-bis[di(3,5-xylyl)phosphino]-4,4′-bi-1,3-benzodioxole; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride;
In
tetrahydrofuran; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/ja4061273
