Synthesis of lipophilic paramagnetic contrast agents

…, DC Hill, JL Thompson, PA Petillo

Index: Baker, William C.; Choi, Michael J.; Hill, Daniel C.; Thompson, Julie L.; Petillo, Peter A. Journal of Organic Chemistry, 1999 , vol. 64, # 8 p. 2683 - 2689

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Citation Number: 44

Abstract

The facile, high-yielding synthesis of a series of macrocycles 7a-k in 75-100% yield is reported. The transformation of these compounds to their carboxymethylated analogues 8a- k in 75-90% yield and subsequent gadolinium complexes 9a-k provides a series of homologous neutral paramagnetic contrast agents (PCAs) with tunable lipophilicity. Alkylated cationic intermediates 6a-k are prepared in yields of 72-94% from glyoxal ...