Multi-step reaction with 7 steps
1: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, -30 deg C, 1 h
2: 100 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 20 h / Ambient temperature
3: 1.) NaH / 1.) DMSO, RT, 30 min, 2.) DMSO, THF, RT, 24 h
4: NaOH / dimethylsulfoxide / a) 80 deg C, 3 h, b) 100 deg C, 1 h
5: 75 percent / p-TsOH*H2O, MeOH / 20 h / Ambient temperature
6: 65 percent / diethyl azodicarboxylate, Ph3P / tetrahydrofuran / 20 h / Ambient temperature
7: NH2NH2*H2O / ethanol / 20 h / Ambient temperature
With
methanol; sodium hydroxide; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1248/cpb.44.785