Discrimination of spermidine amino functions by a new protecting group strategy; application to the synthesis of guanidinylated polyamines, including hirudonine

…, BT Golding, RJ Griffin, MC O'Sullivan

Index: Mitchinson, Andrew; Golding, Bernard T.; Griffin, Roger J.; O'Sullivan, Mary C. Journal of the Chemical Society, Chemical Communications, 1994 , # 22 p. 2613 - 2614

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Citation Number: 9

Abstract

Agmatine and hirudonine, guanidine derivatives of putrescine and spermidine, respectively, are synthesised by the application of a new protecting group strategy for polyamines, which uses N-nitroguanidinyl as a precursor of guanidine functions and selectively blocks spermidine at N-1 and N-8 with trifluoroacetyl and at N-4 by 4-azidobenzyloxycarbonyl.