Multi-step reaction with 9 steps
1.1: 88 percent / ethanol / 3 h / 20 °C
2.1: 53 percent / de triflate de dimethyl (methylthio) sulfonium / CH2Cl2 / 3 h / 20 °C
3.1: 86 percent / AcOH 80 percent / 0.17 h / 80 °C
4.1: nBu2SnO / acetonitrile / 14 h / 80 °C
4.2: 91 percent / NBu4I / acetonitrile / 48 h / 20 °C
5.1: 51 percent / de triflate de dimethyl (methylthio) sulfonium / CH2Cl2 / 3 h / 20 °C
6.1: 90 percent / de l'acide acetique 80 percent / 0.17 h / 80 °C
7.1: nBu2SnO / acetonitrile / 14 h / 80 °C
7.2: 90 percent / NBu4I / acetonitrile / 48 h / 20 °C
8.1: NaH / dimethylformamide / 0.25 h / 0 °C
8.2: 81 percent / dimethylformamide / 0.5 h
9.1: 74 percent / aq. AcOH / 17 h / 130 °C
With
de l'acide acetique; de triflate de dimethyl (methylthio) sulfonium; sodium hydride; di(n-butyl)tin oxide; acetic acid;
In
ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
1.1: Substitution / 2.1: Substitution / 3.1: Hydrolysis / 4.1: Substitution / 4.2: Substitution / 5.1: Substitution / 6.1: Hydrolysis / 7.1: Substitution / 7.2: Substitution / 8.1: deprotonation / 8.2: Methylation / 9.1: Hydrolysis;
DOI:10.1016/s0040-4020(99)00869-8