Methyl diacetoxy-6-gingerdiol synthesis
- Product Name:Methyl diacetoxy-6-gingerdiol
- CAS Number:863780-90-9
- Molecular formula:C22H34O6
- Molecular Weight:394.5
2426-87-1
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Yield:-
Steps:
Multi-step reaction with 11 steps
1.1: triphenylphosphine / dichloromethane / 0.5 h / 0 - 20 °C / Inert atmosphere
2.1: ethylmagnesium bromide / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
3.2: 4 h / -78 - 20 °C
4.1: dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere
5.1: hydrogen; palladium(II) hydroxide / benzene / 5 h / 20 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 0 °C / Inert atmosphere
7.1: diethyl methoxy borane / tetrahydrofuran; methanol / 0.5 h / -78 °C / Inert atmosphere
7.2: 6 h / -78 °C / Inert atmosphere
8.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere
9.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
9.2: Inert atmosphere
10.1: methanol; toluene-4-sulfonic acid / 1 h / 0 - 20 °C / Inert atmosphere
11.1: dmap; triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere
References:
Sabitha, Gowravaram;Srinivas, Chitti;Reddy, Teega Rammohan;Yadagiri, Kurra;Yadav, Jhillu Singh [Tetrahedron Asymmetry,2011,vol. 22,# 24,p. 2124 - 2133]
66-25-1
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