Technology Process of (3S,4S,5S,6E)-5-ethyl-7-(4-methoxybenzyloxymethyl)-4-(methoxymethoxy)-3-methylnona-1,6-diene
There total 8 articles about (3S,4S,5S,6E)-5-ethyl-7-(4-methoxybenzyloxymethyl)-4-(methoxymethoxy)-3-methylnona-1,6-diene 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 6 steps
1.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.67 h / -78 °C / Inert atmosphere
1.2: 3.5 h / -78 - 20 °C / Inert atmosphere
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C
2.2: 21 h / 0 - 20 °C
3.1: acetic acid / tetrahydrofuran; water / 21.5 h / 20 °C
4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere
4.2: 1 h / -78 - 20 °C / Inert atmosphere
5.1: n-butyllithium; potassium tert-butylate / tetrahydrofuran; hexane / 0.25 h / -100 - -50 °C / Inert atmosphere
5.2: 0.5 h / -100 - -78 °C / Inert atmosphere
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h / Reflux
With
n-butyllithium; oxalyl dichloride; potassium tert-butylate; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;
4.1: Swern oxidation / 4.2: Swern oxidation;
DOI:10.1016/j.tet.2011.04.006
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C
1.2: 21 h / 0 - 20 °C
2.1: acetic acid / tetrahydrofuran; water / 21.5 h / 20 °C
3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere
3.2: 1 h / -78 - 20 °C / Inert atmosphere
4.1: n-butyllithium; potassium tert-butylate / tetrahydrofuran; hexane / 0.25 h / -100 - -50 °C / Inert atmosphere
4.2: 0.5 h / -100 - -78 °C / Inert atmosphere
5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h / Reflux
With
n-butyllithium; oxalyl dichloride; potassium tert-butylate; sodium hydride; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
3.1: Swern oxidation / 3.2: Swern oxidation;
DOI:10.1016/j.tet.2011.04.006
