Syntheses of IAA-and IPA-Amino Acid Conjugates

…, L Khelashvili, MA Munawar

Index: Katritzky, Alan R.; Khelashvili, Levan; Munawar, Ali Journal of Organic Chemistry, 2008 ,  vol. 73,  # 22  p. 9171 - 9173

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Citation Number: 16

Abstract

Amino acid derivatives of IAA and IPA are prepared conveniently and efficiently by coupling of readily available 2a-b with diverse free amino acids 3a-g and (3c+ 3c′) to give compounds 4a-j,(4c+ 4c′) and (4h+ 4h′) in 38− 70% yields. Similarly, 2a-b afforded IAA and IPA peptide conjugates 6a-b in 32− 40% yields. Complete retention of chirality was supported by NMR and HPLC analysis.