Total Synthesis of Ferrichrome
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概要
- 論文の詳細を見る
Two different sequence hexapeptides for the synthesis of ferrichrome were prepared using <I>N</I><SUP>δ</SUP>-tosyl-<I>N</I><SUP>δ</SUP>-benzyloxy-L-ornithine by means of <I>N</I>-hydroxysuccinimide plus <I>N</I>,<I>N</I>-dicyclohexylcarbodiimide or Woodward reagent K method. The linear hexapeptides (XII·HCl and XIX·HCl) were cyclized by excess <I>N</I>,<I>N</I>-dicyclohexylcarbodiimide to give cyclo-triglycyltri-<I>N</I><SUP>δ</SUP>-tosyl-<I>N</I><SUP>δ</SUP>-benzyloxy-L-ornithyl (XX). Detosylation, acetylation and successive reductive debenzylation of XX afforded deferri-ferrichrome (XXIV). Addition of ferric iron to XXIV gave ferrichrome, which had the same crystalline form, superimposable infrared and well-agreeing visible spectra and the same value in optical rotation compared with the data in the literature of natural product.
- 公益社団法人 日本化学会の論文
著者
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OHMORI Muneki
Sagami Chemical Research Center
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Isowa Yoshikazu
Sagami Chemical Research Center
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Kurita Hideaki
Sagami Chemical Research Center
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