Bioorganic & medicinal chemistry letters

Selective phenolic acylation of 10-hydroxycamptothecin using poly (ethylene glycol) carboxylic acid

RB Greenwald, YH Choe, D Wu

Index: Greenwald, Richard B.; Choe, Yun H.; Wu, Dechun Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 3 p. 577 - 580

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Citation Number: 22

Abstract

Selective acylation of the phenolic hydroxyl group of 10-hydroxycamptothecin has been accomplished using phenyl dichlorophosphate. Additional modification of the 10-OH as an ether permits a 20-acyl derivative to be synthesized. This result along with data from a 6- hydroxyquinoline model strongly suggests that powerful intermolecular hydrogen bonding exists in the parent molecule.