Technology Process of (6Z,9R)-4,5,8,9-tetrahydro-9-[(1E,3S,4S,6Z)-3-methoxy-4-(4-methoxyphenyl)methoxy-1,6-dodecadienyl]-2(3H)-oxoninone
There total 25 articles about (6Z,9R)-4,5,8,9-tetrahydro-9-[(1E,3S,4S,6Z)-3-methoxy-4-(4-methoxyphenyl)methoxy-1,6-dodecadienyl]-2(3H)-oxoninone 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:
-
(5Z,8R,9E,11S,12S,14Z)-8-hydroxy-11-methoxy-12-(4-methoxyphenyl)methoxy-5,9,14-icosatrienoic acid;
With
2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 2h;
With
dmap;
In
toluene;
at 90 ℃;
for 9h;
DOI:10.1016/j.tet.2014.04.040
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
1.2: 6 h / -78 °C
2.1: triethylamine; lithium bromide / tetrahydrofuran / 1.5 h / 20 °C
2.2: 20 °C
3.1: cerium(III) chloride heptahydrate / methanol / 0.08 h / 20 °C
3.2: 1 h / -78 °C
4.1: sodium hexamethyldisilazane; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran / 1 h / -78 °C
4.2: -78 - 20 °C
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3.5 h / 0 - 20 °C
6.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 16 h / 20 - 40 °C
7.1: N-ethyl-N,N-diisopropylamine; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 2 h / 0 - 20 °C
7.2: 9 h / 90 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; lithium hydroxide monohydrate; cerium(III) chloride heptahydrate; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; triethylamine; N-ethyl-N,N-diisopropylamine; lithium bromide;
In
tetrahydrofuran; methanol; hexane; water;
DOI:10.1016/j.tet.2014.04.040
