Technology Process of (2S,3R,7S,8R,10S,11S,E)-2-(benzyloxy)-8-(4-methoxybenzyloxy)-3,7,10-trimethyl-11-(triisopropylsilyloxy)dodec-4-en-3-ol
There total 13 articles about (2S,3R,7S,8R,10S,11S,E)-2-(benzyloxy)-8-(4-methoxybenzyloxy)-3,7,10-trimethyl-11-(triisopropylsilyloxy)dodec-4-en-3-ol 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:
-
In
diethyl ether;
at -78 ℃;
diastereoselective reaction;
DOI:10.1021/ol300785c
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: triethylamine / dichloromethane / 0 - 20 °C
2.1: tetra-(n-butyl)ammonium iodide / dimethyl sulfoxide / 48 h / 60 °C
3.1: diisobutylaluminium hydride / hexane; dichloromethane / 3 h / -78 °C
4.1: 1-methyl-pyrrolidin-2-one; titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C
4.2: 1 h
5.1: methanol; lithium borohydride / tetrahydrofuran; diethyl ether / 0 - 20 °C
6.1: pyridinium p-toluenesulfonate / dichloromethane / 2 h
6.2: 8 h / -78 - 20 °C
7.1: triethylamine / dichloromethane / 0 - 20 °C
8.1: lithium triethylborohydride / tetrahydrofuran / 20 °C
8.2: 0 °C
9.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / Reflux
10.1: diethyl ether / -78 °C
With
1-methyl-pyrrolidin-2-one; methanol; lithium borohydride; Hoveyda-Grubbs catalyst second generation; pyridinium p-toluenesulfonate; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; lithium triethylborohydride; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ol300785c
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: tetra-(n-butyl)ammonium iodide / dimethyl sulfoxide / 48 h / 60 °C
2.1: diisobutylaluminium hydride / hexane; dichloromethane / 3 h / -78 °C
3.1: 1-methyl-pyrrolidin-2-one; titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 °C
3.2: 1 h
4.1: methanol; lithium borohydride / tetrahydrofuran; diethyl ether / 0 - 20 °C
5.1: pyridinium p-toluenesulfonate / dichloromethane / 2 h
5.2: 8 h / -78 - 20 °C
6.1: triethylamine / dichloromethane / 0 - 20 °C
7.1: lithium triethylborohydride / tetrahydrofuran / 20 °C
7.2: 0 °C
8.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / Reflux
9.1: diethyl ether / -78 °C
With
1-methyl-pyrrolidin-2-one; methanol; lithium borohydride; Hoveyda-Grubbs catalyst second generation; pyridinium p-toluenesulfonate; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; lithium triethylborohydride; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ol300785c
