Benzotriazole-assisted synthesis of monoacyl α-aminoglycines

AR Katritzky, L Urogdi, A Mayence

Index: Katritzky, Alan R.; Urogdi, Laszlo; Mayence, Annie Journal of the Chemical Society, Chemical Communications, 1989 , # 6 p. 337 - 338

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Citation Number: 12

Abstract

Reversing one or more of the amide groups (ie -CHRCONH- to -CHRNHCO-) of a linear peptide gives a so called 'partially modified retro isomer' and represents an important strategy in peptide analogue research. la92 The modified sequence requires both a malonic unit and an (much less easily available) a,&-diamino moiety. Such &,a-diamino units have been synthesized by Curtius-'J,5 or Hoffmann- t~pe2.3,~ rearrangement of appropriately protected amino acid