Technology Process of methyl (5Z,8R,9E,12S,14Z)-8-(tert-butyldimethylsilyl)oxy-12-(4-methoxyphenyl)methoxy-11-oxo-5,9,14-icosatrienoate
There total 10 articles about methyl (5Z,8R,9E,12S,14Z)-8-(tert-butyldimethylsilyl)oxy-12-(4-methoxyphenyl)methoxy-11-oxo-5,9,14-icosatrienoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
dimethyl [(3S,5Z)-3-(4-methoxyphenyl)methoxy-2-oxo-5-undecenyl]phosphonate;
With
triethylamine; lithium bromide;
In
tetrahydrofuran;
at 20 ℃;
for 1.5h;
methyl (5Z,8R)-8-[(tert-butyldimethylsilyl)oxy]-9-oxo-5-nonenoate;
In
tetrahydrofuran;
at 20 ℃;
DOI:10.1016/j.tet.2014.04.040
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
1.2: -78 - -40 °C
2.1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 3 h / 0 °C
3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 3 h / 0 - 20 °C
4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
4.2: 6 h / -78 °C
5.1: triethylamine; lithium bromide / tetrahydrofuran / 1.5 h / 20 °C
5.2: 20 °C
With
dmap; n-butyllithium; lithium hydroxide monohydrate; dihydrogen peroxide; sodium hexamethyldisilazane; triethylamine; dicyclohexyl-carbodiimide; lithium bromide;
In
tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1016/j.tet.2014.04.040
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C
1.2: -78 - -40 °C
2.1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 3 h / 0 °C
3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 3 h / 0 - 20 °C
4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
4.2: 6 h / -78 °C
5.1: triethylamine; lithium bromide / tetrahydrofuran / 1.5 h / 20 °C
5.2: 20 °C
With
dmap; n-butyllithium; lithium hydroxide monohydrate; dihydrogen peroxide; sodium hexamethyldisilazane; triethylamine; dicyclohexyl-carbodiimide; lithium bromide;
In
tetrahydrofuran; hexane; dichloromethane; water;
DOI:10.1016/j.tet.2014.04.040
![methyl (5Z,8R)-8-[(tert-butyldimethylsilyl)oxy]-9-oxo-5-nonenoate](/Databaselist/images/loading.webp)
