Multi-step reaction with 9 steps
1: 75 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 16 °C / Heating
2: 90 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate; N,N-diisopropylethylamine / tetrahydrofuran / 4 h / 20 °C
3: 95 percent / H2 / Pd/C / methanol / 2 h
4: 93 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate; N,N-diisopropylethylamine / tetrahydrofuran / 3 h
5: 92 percent / H2 / Pd/C / methanol; CH2Cl2 / 2 h
6: 51 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate; N,N-diisopropylethylamine / dimethylformamide; tetrahydrofuran / 18 h
7: 81 percent / H2 / Pd/C / methanol; CH2Cl2 / 2 h
8: 16 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole hydrate; N,N-diisopropylethylamine / dimethylformamide; tetrahydrofuran / 4 h
9: 95 percent / H2 / Pd/C / methanol; CH2Cl2; ethyl acetate / 4 h
With
hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/b008065i