Multi-step reaction with 7 steps
1: NaOH / methanol / 20 h / 20 °C
2: 94 percent / benzene / 9 h / Heating
3: 95 percent / 1-hydroxy-1H-benzotriazole, N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / tetrahydrofuran / 0 deg C, 1 h; r.t., 18 h
4: TFA / CH2Cl2 / 2 h / 20 °C
5: 1-hydroxy-1H-benzotriazole, N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / tetrahydrofuran / 0 deg C, 1 h; r.t., 18 h
6: 98 percent / H2 / Pd/C / methanol / 24 h / 20 °C
7: 1-hydroxy-1H-benzotriazole, N-methylmorpholine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / tetrahydrofuran / 0 deg C, 1 h; r.t., 18 h
With
4-methyl-morpholine; sodium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1002/hlca.19980810514