Technology Process of methyl (9S,10E,12S,13S,15Z)-9-acetoxy-12-hydroxy-13-(4-methoxybenzyloxy)-10,15-octadecadienoate
There total 10 articles about methyl (9S,10E,12S,13S,15Z)-9-acetoxy-12-hydroxy-13-(4-methoxybenzyloxy)-10,15-octadecadienoate 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:
-
Multi-step reaction with 5 steps
1.1: boron trifluoride diethyl etherate; sodium iodide / acetonitrile / 1.25 h / 0 - 20 °C / Inert atmosphere
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C
2.2: 3 h / -78 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere
3.2: Inert atmosphere
4.1: lithium bromide monohydrate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
4.2: 1 h / 20 °C / Inert atmosphere
4.3: 20 °C / Inert atmosphere
5.1: sodium tetrahydroborate / methanol
With
sodium tetrahydroborate; n-butyllithium; lithium bromide monohydrate; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; sodium iodide;
In
tetrahydrofuran; methanol; hexane; acetonitrile;
2.1: Evans asymmetric alkylation / 2.2: Evans asymmetric alkylation / 4.1: Horner-Wadsworth-Emmons olefination / 4.2: Horner-Wadsworth-Emmons olefination / 4.3: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tet.2011.01.005
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C
1.2: 3 h / -78 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere
2.2: Inert atmosphere
3.1: lithium bromide monohydrate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
3.2: 1 h / 20 °C / Inert atmosphere
3.3: 20 °C / Inert atmosphere
4.1: sodium tetrahydroborate / methanol
With
sodium tetrahydroborate; n-butyllithium; lithium bromide monohydrate; sodium hexamethyldisilazane;
In
tetrahydrofuran; methanol; hexane;
1.1: Evans asymmetric alkylation / 1.2: Evans asymmetric alkylation / 3.1: Horner-Wadsworth-Emmons olefination / 3.2: Horner-Wadsworth-Emmons olefination / 3.3: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tet.2011.01.005
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: lithium bromide monohydrate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
2.2: 1 h / 20 °C / Inert atmosphere
2.3: 20 °C / Inert atmosphere
3.1: sodium tetrahydroborate / methanol
With
sodium tetrahydroborate; n-butyllithium; lithium bromide monohydrate;
In
tetrahydrofuran; methanol; hexane;
2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination / 2.3: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tet.2011.01.005
