反应详情

To a solution of (2S,4R)-4-fluoro-pyrrolidine-2-carboxylic acid benzyl ester TFA salt (4.45 g, 13.2 mmol), 3-isocyanato-indole-1-carboxylic acid amide (2.65 g, 13.2 mmol) (prepared as described in Scheme A1) and THF (66 mL) was added triethylamine (5.51 mL, 39.6 mmol). The resulting solution was stirred at RT under nitrogen for 1 h until completion of the reaction. The mixture was poured in water and extracted with EtOAc. The organic layer was washed with an aqueous saturated solution of NaHCO3, dried over Na2SO4, filtered and concentrated. The crude material was purified by flash column chromatography on silica gel (c-hexane/EtOAc 9:1 to pure EtOAc) to give the desired compound. TLC, Rf (CH2Cl2/MeOH 9:1)=0.40; MS: 425.2 [M+H]+; tR (HPLC conditions a): 3.6 min.

1. extractionextracted with EtOAc
2. washThe organic layer was washed with an aqueous saturated solution of NaHCO3
3. dry with materialdried over Na2SO4
4. filtrationfiltered
5. concentrationconcentrated
6. customThe crude material was purified by flash column chromatography on silica gel (c-hexane/EtOAc 9:1 to pure EtOAc)