2-Chloro-4,6-dibenzyloxy-l,3,5-triazine and N-(4,6-dibenzyloxy-1,3,5-triazinyl-2)ammonium tetrafluoroborates as highly efficient coupling reagents for peptide synthesis in solution

摘要

The synthetic value of the whole family of triazine coupling reagents derived from 2-chloro-4,6-dimethoxy-l,3,5-triazine(CDMT)encouraged us for the modifications of triazine ring fragment.It has been expected,that substitution of relatively small methoxy groups by more bulky substituents increase the solubility and stability of reactive intermediates facilitating the coupling procedure in solution as well as in SPPS.The most promising path of modification involved the use of benzyl groups instead of methyl anticipating interactions between aromatic rings and further modification of properties and reactivity of triazine reagents by introducing electron withdrawing or electron donating substituents into phenyl rings.