The synthesis and characterization of 2,3-methanopyroglutamic acid (cas 116447-40-6)

Add time:08/13/2019    Source:sciencedirect.com

Details of the synthesis of 2,3-methanopyroglutamic acid (1), its N-methylamide (7) and N-β-naphthylamide (6) are reported. An NMR study of the conformation of 7 is discussed and the stability of the amide 6 to pyroglutamylaminopeptidase is detailed. The crystal structure of an alkene (4) formed during the pyrolysis of an intermediate pyrazoline (2) indicates that the (Z)-configuration is conserved during nitrogen extrusion.

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