FC(F)(F)C(O)=O.[CH3:8][C@@H:9]1[NH:13][C@H:12]([C:14]([NH2:16])=[O:15])[CH2:11][CH2:10]1.C(N(CC)CC)C.[Cl:24][CH2:25][C:26](Cl)=[O:27].C([O-])(O)=O.[Na+]>C(Cl)Cl>[Cl:24][CH2:25][C:26]([N:13]1[C@@H:9]([CH3:8])[CH2:10][CH2:11][C@H:12]1[C:14]([NH2:16])=[O:15])=[O:27](2S,5S)-5-Methyl-pyrrolidine-2-carboxylic acid amide trifluoroacetate (2.0 g, 8.2 mmol, Example 84D) and triethyl amine (1.9 mL, 24.6 mmol) were dissolved in CH2Cl2 (6 mL), and the mixture was cooled to 0° C. Chloroacetyl chloride (0.39 mL, 9.0 mmol) was added slowly via syringe. After 2 h, saturated NaHCO3 was added, and the mixture was extracted with EtOAc (3×). The combined organic extracts were dried (Na2SO4), concentrated and purified by flash chromatography (10% MeOH/EtOAc) to give the title compound. MS (DCI) m/z 205 (M+H)+.
Wird geladen…
