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Synlett 2000; 2000(3): 331-334
DOI: 10.1055/s-2000-6530
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New Potential Monomers for Solid Phase Synthesis of Hydrazinopeptoids: the N α-Substituted-N β-Protected Hydrazinoglycines and Hydrazinoglycinals

Arnaud Cheguillaume* , Ismahel Doubli-Bounoua, Michèle Baudy-Floc'h, Philippe Le Grel
  • *Université de Rennes I, Groupe de Synthèse et Electrosynthèse Organiques, UMR CNRS 6510, Campus de Beaulieu, 35042 Rennes Cédex, France; Fax +33 2 99 28 67 38; E-mail: Philippe.Legrel@univ-rennes1.fr
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Publication Date:
31 December 2000 (online)

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Various N α-substituted-N β-protected hydrazinoglycinates 3, easily prepared from N α-substituted-N β-protected hydrazine and esters of bromoacetate, are described as precursors of new potential monomers for solid phase synthesis. An easily attainable deprotection route of 3 affords the N α-substituted-N β-protected hydrazinoglycines, or the N α-substituted-hydrazino glycinates. Reduction and oxidation of 3 lead to N α-substituted-N β-protected hydrazino glycinals 8.

protecting group - orthogonal deprotection - hydrazinopeptoid