Multi-step reaction with 5 steps
1: 98 percent / H2, 2N HCl / Pd/C / methanol; ethanol / 18 h / 1551.4 Torr
2: 66 percent / 1-hydroxybenzotriazole (HOBt), N-methylmorpholine, dicyclohexylcarbodiimide (DCC) / dimethylformamide / 1.) -10 deg C, 1 h, 2.) room temp., 18 h
3: 94 percent / pyridine / 1.) -10 deg C, 2.5 h, 2.) 4 deg C, 18 h
4: 95 percent / H2, 2N HCl / Pd/C / methanol; ethanol / 18 h / 1551.4 Torr
5: 65 percent / 1-hydroxybenzotriazole (HOBt), N-methylmorpholine, dicyclohexylcarbodiimide (DCC) / dimethylformamide / 1.) -10 deg C, 2 h, 2.) room temp., 18 h
With
4-methyl-morpholine; pyridine; hydrogenchloride; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide;
palladium on activated charcoal;
In
methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00385a023