Design and synthesis of N-nonpolar nucleobase dipeptides: application of the Ugi reaction for the preparation of dipeptides having fluoroarylalkyl groups appended to …

BK Das, N Shibata, Y Takeuchi

Index: Das, Biplab Kumar; Shibata, Norio; Takeuchi, Yoshio Journal of the Chemical Society. Perkin Transactions 1, 2002 , vol. 2, # 2 p. 197 - 206

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Citation Number: 17

Abstract

A single-step one-pot synthesis based on the Ugi four-component condensation of previously unknown dipeptides, 2, 3, 4 and 5, having a fluoroaromatic group appended to the nitrogen atom, is described. The series of dipeptides produced here can be viewed as nonpolar nucleobase dipeptides since the difluorotoluene nucleoside 1 is a well known nonpolar analogue of natural thymidine. A mixture of N-protected amino acids 7, ...