Technology Process of (5S,6S,7S)-7-((2S,3S)-5-(benzyloxy)-3-methoxypentan-2-yl)-6,9,9,10,10-pentamethyl-5-((R)-pent-3-en-2-yl)-2,4,8-trioxa-9-silaundecane
There total 6 articles about (5S,6S,7S)-7-((2S,3S)-5-(benzyloxy)-3-methoxypentan-2-yl)-6,9,9,10,10-pentamethyl-5-((R)-pent-3-en-2-yl)-2,4,8-trioxa-9-silaundecane 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:
-
ethyltriphenylphosphonium iodide;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.166667h;
Inert atmosphere;
(2S,3R,4S,5S,6S,7S)-9-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-7-methoxy-3-(methoxymethoxy)-2,4,6-trimethylnonanal;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 1h;
Inert atmosphere;
DOI:10.1016/j.tetlet.2012.05.103
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 °C
2.1: diisobutylaluminium hydride / dichloromethane / 0.17 h / -78 °C / Inert atmosphere
3.1: titanium tetrachloride / dichloromethane / 0.08 h / 0 °C
3.2: 0.33 h / 0 °C
3.3: 12 h / 0 °C
4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere
5.1: diisobutylaluminium hydride / dichloromethane / 0.17 h / -78 °C / Inert atmosphere
6.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C / Inert atmosphere
6.2: 1 h / -78 - 20 °C / Inert atmosphere
With
2,6-dimethylpyridine; n-butyllithium; titanium tetrachloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; hexane; dichloromethane;
6.2: Wittig reaction;
DOI:10.1016/j.tetlet.2012.05.103
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C
2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / tetrahydrofuran; dimethyl sulfoxide / 3 h / 20 °C
3.1: titanium tetrachloride / dichloromethane / 0.08 h / 0 °C
3.2: 0.33 h / 0 °C
3.3: 3 h / 0 °C
4.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 °C
5.1: diisobutylaluminium hydride / dichloromethane / 0.17 h / -78 °C / Inert atmosphere
6.1: titanium tetrachloride / dichloromethane / 0.08 h / 0 °C
6.2: 0.33 h / 0 °C
6.3: 12 h / 0 °C
7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere
8.1: diisobutylaluminium hydride / dichloromethane / 0.17 h / -78 °C / Inert atmosphere
9.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -78 °C / Inert atmosphere
9.2: 1 h / -78 - 20 °C / Inert atmosphere
With
2,6-dimethylpyridine; n-butyllithium; tetrabutyl ammonium fluoride; titanium tetrachloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
9.2: Wittig reaction;
DOI:10.1016/j.tetlet.2012.05.103
