Technology Process of (2S)-2-benzhydryloxy-1-(2,5-dimethoxy-phenyl)-hept-4-en-1-one
There total 6 articles about (2S)-2-benzhydryloxy-1-(2,5-dimethoxy-phenyl)-hept-4-en-1-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
cesium hydroxide; [O(9)-allyl-N-2',3',4'-trifluorobenzylhydrocinchonidinium]Br;
In
hexane; dichloromethane;
at -35 ℃;
for 4h;
Title compound not separated from byproducts;
DOI:10.1021/ol0491235
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 95 percent / NaOH / tetrabutylammonium hydrogen sulfate / benzene; H2O / 24 h / 20 °C
2.1: N,N-diisopropylethylamine; 4-(dimethylamino)pyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH2Cl2 / 25 h / 0 - 20 °C
3.1: n-BuLi / tetrahydrofuran; hexane / 3 h / 0 °C
3.2: 2.24 g / tetrahydrofuran; hexane / 0.25 h / -40 °C
4.1: CsOH*H2O / O-allyl-1-(2,3,4-trifluorobenzyl)hydrocinchonidinium bromide / CH2Cl2; hexane / 4 h / -35 °C
With
dmap; cesium hydroxide; sodium hydroxide; n-butyllithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
O-allyl-1-(2,3,4-trifluorobenzyl)hydrocinchonidinium bromide; tetra(n-butyl)ammonium hydrogensulfate;
In
tetrahydrofuran; hexane; dichloromethane; water; benzene;
DOI:10.1021/jo051568z
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: N,N-diisopropylethylamine; 4-(dimethylamino)pyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH2Cl2 / 25 h / 0 - 20 °C
2.1: n-BuLi / tetrahydrofuran; hexane / 3 h / 0 °C
2.2: 2.24 g / tetrahydrofuran; hexane / 0.25 h / -40 °C
3.1: CsOH*H2O / O-allyl-1-(2,3,4-trifluorobenzyl)hydrocinchonidinium bromide / CH2Cl2; hexane / 4 h / -35 °C
With
dmap; cesium hydroxide; n-butyllithium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
O-allyl-1-(2,3,4-trifluorobenzyl)hydrocinchonidinium bromide;
In
tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo051568z