Diastereoselective Alkylation of Schiff Bases for the Synthesis of Lipidic Unnatural Fmoc??Protected α??Amino Acids

…, F Nuti, J Uziel, M Ginanneschi, M Chelli…

文献索引：Papini, Anna Maria; Nardi, Elena; Nuti, Francesca; Uziel, Jacques; Ginanneschi, Mauro; Chelli, Mario; Brandi, Alberto European Journal of Organic Chemistry, 2002 , # 16 p. 2736 - 2741

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被引用次数: 9

摘要

Abstract Peptides with increased lipophilicity can cross cell membranes more easily and have longer half-life times. For these reasons, the synthesis of enantiomerically pure Fmoc- protected lipidic α-amino acids is a relevant goal. Schiff bases originating from the reaction between the two enantiomers of 2-hydroxypinan-3-one with Gly-OtBu were alkylated with a series of long alkyl halides. Diastereomeric excesses were determined by reversed-phase ...