Preparation and Applications of Xanthenylamide (XAL) Handles for Solid-Phase Synthesis of C-Terminal Peptide Amides under Particularly Mild Conditions1-3

…, SL Bontems, P Hegyes, MC Munson…

Index: Han; Bontems; Hegyes; Munson; Minor; Kates; Albericio; Barany Journal of Organic Chemistry, 1996 , vol. 61, # 18 p. 6326 - 6339

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Citation Number: 52

Abstract

[[9-[(9-Fluorenylmethyloxycarbonyl) amino] xanthen-2 (or 3)-yl] oxy] alkanoic acid (XAL) handles have been prepared by efficient four-step routes from 2-or 3-hydroxyxanthone and coupled onto a range of amino-functionalized supports. The resultant XAL supports are the starting points for solid-phase peptide synthesis by Fmoc chemistry. Upon completion of chain assembly, C-terminal peptide amides are released in excellent yields and purities ...