Synthesis 2006(16): 2789-2793  
DOI: 10.1055/s-2006-942485
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of 4-(Fmoc-aminoacyloxymethyl)phenoxyacetic Acids for Use in Solid-Phase Peptide Synthesis

Nikos Zinierisa, Stella Kokinakia, Leondios Leondiadisb, Nikolas Ferderigos*a
a Laboratory of Organic Chemistry, Chemistry Department, University of Athens, 157 71 Athens, Greece
b Mass Spectrometry and Dioxine Analysis Lab, IRRP, National Centre for Scientific Research ‘Demokritos’, 153 10 Athens, Greece
Fax: +30(210)7274761; e-Mail: nferder@chem.uoa.gr;
Further Information

Publication History

Received 7 April 2006
Publication Date:
12 July 2006 (eFirst)

Abstract

The synthesis of 4-(Fmoc-aminoacyloxymethyl)phen­oxyacetic acids was achieved in high yield by the reaction of Fmoc-amino acids with (4-iodomethylphenoxy)acetic acid 2-oxo-2-phenylethyl ester. The removal of the temporary protecting group, phenacyl ester, was effectively achieved by reductive cleavage with magnesium turnings.

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20

Benzotriazol-1-yloxytripyrrolidinophosphonium hexafluorophosphate.