Technology Process of methyl (2Z,5R,6Z,8S)-8-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)dodeca-2,6-dienoate
There total 9 articles about methyl (2Z,5R,6Z,8S)-8-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)dodeca-2,6-dienoate 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:
-
bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate;
With
sodium hydride;
In
tetrahydrofuran;
at 0 ℃;
for 0.5h;
Inert atmosphere;
C28H40O4Si;
In
tetrahydrofuran;
at -78 ℃;
for 1h;
Inert atmosphere;
DOI:10.1002/ejoc.201100510
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 1H-imidazole / dichloromethane / 4 h
2.1: pyridinium p-toluenesulfonate / methanol / 5 h
3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 5 h / 20 °C
4.1: hydrogen / dichloromethane / 10 h
5.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.42 h / 0 °C
5.2: 1 h / 0 °C
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C
7.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 °C
8.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
8.2: 1 h / -78 °C / Inert atmosphere
With
1H-imidazole; hydrogen; pyridinium p-toluenesulfonate; titanium tetrachloride; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene;
5.1: Crimmins aldol reaction / 5.2: Crimmins aldol reaction / 8.1: Horner-Wadsworth-Emmons olefination / 8.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1002/ejoc.201100510
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridinium p-toluenesulfonate / methanol / 5 h
2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 5 h / 20 °C
3.1: hydrogen / dichloromethane / 10 h
4.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.42 h / 0 °C
4.2: 1 h / 0 °C
5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C
6.1: diisobutylaluminium hydride / dichloromethane; toluene / -78 °C
7.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
7.2: 1 h / -78 °C / Inert atmosphere
With
hydrogen; pyridinium p-toluenesulfonate; titanium tetrachloride; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene;
4.1: Crimmins aldol reaction / 4.2: Crimmins aldol reaction / 7.1: Horner-Wadsworth-Emmons olefination / 7.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1002/ejoc.201100510
