Synthesis of aminooxy and N-alkylaminooxy amines for use in bioconjugation

MR Carrasco, CI Alvarado, ST Dashner…

Index: Carrasco, Michael R.; Alvarado, Carolina I.; Dashner, Scott T.; Wong, Amanda J.; Wong, Michael A. Journal of Organic Chemistry, 2010 , vol. 75, # 16 p. 5757 - 5759

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Citation Number: 14

Abstract

Five Boc-protected aminooxy and N-alkylaminooxy amines have been synthesized in 60− 95% overall yield using a common synthetic strategy from readily available two-and three- carbon Cbz-protected amino alcohols. The amines can be linked to biomolecules via amide formation and incorporated directly into peptoids via submonomer synthesis. Subsequent deprotection of the aminooxy and N-alkylaminooxy groups enables conjugation with ...