Multi-step reaction with 8 steps
1: 84 percent / HCl / ethyl acetate / 1 h / Ambient temperature
2: 84 percent / DCC / CHCl3 / a) -5 deg C, 5 h, b) RT, overnight
3: 100 percent / HCl / ethyl acetate / 1 h / Ambient temperature
4: 73 percent / DCC / CHCl3 / a) -5 deg C, 5 h, b) RT, overnight
5: 89 percent / NaOH / methanol / 1.5 h
6: 92.8 percent / DCC / CHCl3 / a) 0 deg C, 20 h, b) 5 deg C, 5 h
7: 3.5 M HCl / ethyl acetate / 0.83 h / 0 °C
8: 1.) glacial acetic acid, pyridine, 2.) ion-exchange resins / 1.) DMF, a) 30 deg C, overnight, b) 60 deg C, 3 h, 2.) H2O, CH3OH
With
pyridine; hydrogenchloride; sodium hydroxide; ion-exchange resins; acetic acid; dicyclohexyl-carbodiimide;
In
methanol; chloroform; ethyl acetate;
DOI:10.1246/bcsj.55.3808