Preparation and application of the 5-(4-(9-fluorenylmethyloxycarbonyl) aminomethyl-3, 5-dimethoxyphenoxy)-valeric acid (PAL) handle for the solid-phase synthesis …

…, N Kneib-Cordonier, S Biancalana, L Gera…

Index: Albericio; Kneib-Cordonier; Biancalana; Gera; Masada; Hudson; Barany Journal of Organic Chemistry, 1990 ,  vol. 55,  # 12  p. 3730 - 3743

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Citation Number: 309

Abstract

The acid-labile 5444 9-fluorenylmethyloxycarbonyl) aminomethyl-3, 5-dimethoxyphenoxy) valeric acid (PAL) handle 1 is described for the solid-phase synthesis of C-terminal peptide amides. The pure para isomer of 1 was prepared by each of two efficient five-step routes, in overall yields from 52% to 74%. The handle 1 was coupled onto a variety of amino group- containing supports to provide a general starting point for stepwise assembly of peptide ...