Chemistry of unprotected amino acids in aqueous solution: direct bromination of aromatic amino acids with bromoisocyanuric acid sodium salt under strong acidic …

…, M Sato, E Kobayashi, Y Murakami, H Okuno

Index: Yokoyama, Yuusaku; Yamaguchi, Tomotsugu; Sato, Masanori; Kobayashi, Eri; Murakami, Yasuoki; Okuno, Hiroaki Chemical and Pharmaceutical Bulletin, 2006 , vol. 54, # 12 p. 1715 - 1719

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Citation Number: 14

Abstract

Brominations of unprotected aromatic amino acids such as phenylalanine, tyrosine, and glycine, with bromoisocyanuric acid mono sodium salt (BICA-Na) were conducted in 60% aq. H 2 SO 4 at 0° C to give a mixture of mono-brominated products in good yield. Unexpectedly, meta-bromophenylglycine was obtained as main product accompanied by ortho-and para-substituted products, while phenylalanine gave only ortho-and para- ...