Fluoren-9-ylmethyloxycarbonyl (Fmoc) Amino Acid Chloride as an Efficient Reagent for Anchoring Fmoc Amino Acid to 4-Alkoxybenzyl Alcohol Resin

Kenichi AKAJI; Hideo TANAKA; Hisatomi ITOH; Junya IMAI; Yoichi FUJIWARA; Tooru KIMURA; Yoshiaki KISO

doi:10.1248/cpb.38.3471

Kenichi AKAJI, Hideo TANAKA, Hisatomi ITOH, Junya IMAI, Yoichi FUJIWARA, Tooru KIMURA, Yoshiaki KISO

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Keywords: Fmoc amino acid chloride, anchoring, 4-alkoxybenzyl alcohol resin, racemization, substitution level, solid-phase peptide synthesis, Fmoc protection

JOURNAL FREE ACCESS

1990 Volume 38 Issue 12 Pages 3471-3472

DOI https://doi.org/10.1248/cpb.38.3471

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Abstract

Esterification of Fmoc amino acids to 4-alkoxybenzyl alcohol polystyrene through acid chlorides was achieved in high yield with practically no racemization. This reaction is especially effective for the rapid anchoring of amino acids which have bulky side chains.

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