Tetrahedron letters

Preparation of bifunctional isocyanate hydroxamate linkers: synthesis of carbamate and urea tethered polyhydroxamic acid chelators

R Fernando, JM Shirley, E Torres, HK Jacobs…

Index: Fernando, Rasika; Shirley, Jonathan M.; Torres, Emilio; Jacobs, Hollie K.; Gopalan, Aravamudan S. Tetrahedron Letters, 2012 , vol. 53, # 47 p. 6367 - 6371,5

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Citation Number: 2

Abstract

Two novel bifunctional N-methylhydroxamate–isocyanate linkers 20 and 21 were prepared in good yield and high purity from the corresponding amine salts using a biphasic reaction with phosgene. The facile ring opening reaction of N-Boc lactams using the anion of O- benzylhydroxylamine gave the protected amino hydroxamates 6a and 6c in good yields. The selective methylation of the hydroxamate nitrogen in the presence of the N-Boc group in ...