C(OC([N:8]1[CH2:11][C:10](=O)[CH2:9]1)=O)(C)(C)C.[C-]#N.[K+].[C:16](=[O:19])([O-])[O-].[NH4+:20].[NH4+:21].[CH2:22]([OH:24])C>O>[CH2:11]1[C:10]2([NH:21][C:22](=[O:24])[NH:20][C:16]2=[O:19])[CH2:9][NH:8]13-Oxo-azetidine-1-carboxylic acid tert-butyl ester (1 eq.) and potassium cyanide (1.3 eq) are dissolved in ethanol before ammonium carbonate (8 eq.) in water is added. The mixture is heated to 90° C. for 19 h and monitored by LCMS. Upon completion, the solvent is removed in vacuum. The residue is diluted with water and the product filtered off. Boc-deprotection under standard conditions gives the desired hydantoine as HCl-salt ready for further modifications.
Wird geladen…
