Technology Process of triisopropyl((2S,3S,5R,6S)-5-(4-methoxybenzyloxy)-3,6-dimethylnon-8-en-2-yloxy)silane
There total 10 articles about triisopropyl((2S,3S,5R,6S)-5-(4-methoxybenzyloxy)-3,6-dimethylnon-8-en-2-yloxy)silane 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:
-
(2R,3R,5S,6S)-2-allyl-3-(4-methoxybenzyloxy)-5-methyl-6-(triisopropylsilyloxy)heptyl methanesulfonate;
With
lithium triethylborohydride;
In
tetrahydrofuran;
at 20 ℃;
With
water;
In
tetrahydrofuran;
at 0 ℃;
DOI:10.1021/ol300785c
- Guidance literature:
-
Multi-step reaction with 8 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
With
1-methyl-pyrrolidin-2-one; methanol; lithium borohydride; 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 7 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
With
1-methyl-pyrrolidin-2-one; methanol; lithium borohydride; 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