Multi-step reaction with 6 steps
1: 1.) KHCO3, 2.) trifluoroacetic anhydride, 2,6-lutidine / 1.) DME, rt, 45 min, 2.) 0 deg C, 30 min, 0 deg C to rt
2: AcCl / ethanol / 0 deg C to rt, overnight
3: 94 percent / HOBt, EDCI / dimethylformamide / -10 deg C, 20 min, rt, 21 h
4: AcCl / ethanol / 0 deg C to rt, overnight
5: 85 percent / K2CO3 / CH2Cl2; methanol / 12 h / Ambient temperature
6: 100 percent / LiOH / methanol; H2O / 2 h / 0 deg C to rt
With
2,6-dimethylpyridine; lithium hydroxide; potassium carbonate; benzotriazol-1-ol; potassium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; acetyl chloride; trifluoroacetic anhydride;
In
methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo981664i