Tetrahedron Letters

Solid-phase synthesis of N, N′-substituted acylguanidines

DS Dodd, Y Zhao

Index: Dodd, Dharmpal S.; Zhao, Yufen Tetrahedron Letters, 2001 , vol. 42, # 7 p. 1259 - 1262

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Citation Number: 17

Abstract

An efficient method for the solid-phase synthesis of N, N′-substituted acylguanidines is presented. The key-step involves the N-acylation of resin immobilized S-methylisothiourea with a variety of carboxylic acids using PyAOP as the coupling agent. The resulting resin bound N-acyl-derivatives are reacted with a host of amines and the N-acyl, N′-alkyl (aryl) guanidines liberated from the resin upon exposure to TFA.