Technology Process of (6S)-6-[(4-methoxybenzyl)oxy]-7,8-didehydro-1,2,5,6-tetrahydro-3H-4-benzoxecin-3-one
There total 9 articles about (6S)-6-[(4-methoxybenzyl)oxy]-7,8-didehydro-1,2,5,6-tetrahydro-3H-4-benzoxecin-3-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine;
In
tetrahydrofuran; toluene;
for 3.75h;
Reflux;
DOI:10.1016/j.tetlet.2011.06.024
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine / 19 h / 20 °C
2.1: water / methanol / 22 h / 20 - 80 °C
3.1: 1H-imidazole / dichloromethane; N,N-dimethyl-formamide / 4 h / 0 - 20 °C
4.1: trifluorormethanesulfonic acid / diethyl ether / 20 h / 0 - 20 °C
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C
6.1: lithium hydroxide monohydrate / methanol / 18 h / 20 °C
6.2: pH 7
7.1: dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran; toluene / 3.75 h / Reflux
With
1H-imidazole; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); lithium hydroxide monohydrate; trifluorormethanesulfonic acid; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; water; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
1.1: Sonogashira coupling / 7.1: Yamaguchi macrolactonization;
DOI:10.1016/j.tetlet.2011.06.024
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: water / methanol / 22 h / 20 - 80 °C
2.1: 1H-imidazole / dichloromethane; N,N-dimethyl-formamide / 4 h / 0 - 20 °C
3.1: trifluorormethanesulfonic acid / diethyl ether / 20 h / 0 - 20 °C
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C
5.1: lithium hydroxide monohydrate / methanol / 18 h / 20 °C
5.2: pH 7
6.1: dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran; toluene / 3.75 h / Reflux
With
1H-imidazole; dmap; lithium hydroxide monohydrate; trifluorormethanesulfonic acid; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; water; triethylamine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
6.1: Yamaguchi macrolactonization;
DOI:10.1016/j.tetlet.2011.06.024
![3-(2-{(3S)-4-hydroxy-3-[(4-methoxybenzyl)oxy]-1-butynyl}phenyl)propanoic acid](/Databaselist/images/loading.webp)
