Technology Process of C14H16O5
There total 10 articles about C14H16O5 which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: Nitrosobenzene; D-Prolin / dimethyl sulfoxide
1.2: 0.5 h
2.1: 1H-imidazole / dichloromethane / 1 h
3.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 2 h / 0 - 20 °C
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C
5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 3 h / 20 °C
6.1: sodium hydride / tetrahydrofuran
7.1: cerium(III) chloride heptahydrate / acetonitrile / 12 h / Reflux
With
1H-imidazole; cerium(III) chloride heptahydrate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; Nitrosobenzene; D-Prolin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetonitrile;
1.1: MacMillan α-hydroxylation / 1.2: MacMillan α-hydroxylation / 1.3: MacMillan α-hydroxylation / 6.1: Still-Gennari cis-ofefination;
DOI:10.1016/j.tetlet.2011.02.025
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium periodate / 2 h / 20 °C
2.1: Nitrosobenzene; D-Prolin / dimethyl sulfoxide
2.2: 0.5 h
3.1: 1H-imidazole / dichloromethane / 1 h
4.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 2 h / 0 - 20 °C
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C
6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 3 h / 20 °C
7.1: sodium hydride / tetrahydrofuran
8.1: cerium(III) chloride heptahydrate / acetonitrile / 12 h / Reflux
With
1H-imidazole; sodium periodate; cerium(III) chloride heptahydrate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; Nitrosobenzene; D-Prolin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetonitrile;
2.1: MacMillan α-hydroxylation / 2.2: MacMillan α-hydroxylation / 2.3: MacMillan α-hydroxylation / 7.1: Still-Gennari cis-ofefination;
DOI:10.1016/j.tetlet.2011.02.025