Multi-step reaction with 8 steps
1: 1.) triethylamine, isobutyl chloroformate / 1.) -15 deg C, 15 min, 2.) 2 h
2: 85.5 percent / 1 N NaOH / methanol / 3 h
3: 83.5 percent / triethylamine, HOBt, EDC / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, 15 h
4: 100 percent / HCl / tetrahydrofuran / 0.67 h
5: 91.4 percent / triethylamine, HOBt, EDC / dimethylformamide / 1.) 0 deg C, 2 h, 2.) RT, 18 h
6: 77.8 percent / 1 N NaOH / methanol / 4 h
7: 100 percent / HCl / tetrahydrofuran / 0.67 h
8: 19 percent / DPPA, HOBt, triethylamine / dimethylformamide / 120 h / 4 °C
With
hydrogenchloride; sodium hydroxide; diphenyl-phosphinic acid; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; isobutyl chloroformate;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja00157a064