Bromodenitrogenation of <I>N</I><SUP>2</SUP>-Benzoylarginine Ethyl Ester with <I>N</I>-Bromosuccinimide
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概要
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<I>N</I><SUP>2</SUP>-benzoylarginine ethyl ester (II) reacted with <I>N</I>-bromosuccinimide at pH's above 7 to yield, as the main product, <I>N</I><SUP>2</SUP>-benzoyl-<I>N</I><SUP>5</SUP>-cyanoornithine ethyl ester (VII), as well as <I>N</I><SUP>3</SUP>,<I>N</I><SUP>6</SUP>-bis(4-benzamido-4-ethoxycarbonylbutyl)<I>s</I>-tetrazine-3,6-diimine (VIII), <I>N</I>,<I>N</I>′-di(4-benzamido-4-ethoxycarbonylbutyl)urea (IX), and <I>N</I><SUP>2</SUP>-benzoylcitrulline ethyl ester (X) as minor products. On acid hydrolysis, VII afforded the following amino acids: ornithine (III), citrulline (IV), <I>N</I><SUP>6</SUP>-[(4-amino-4-carboxybutyl)-carbamoyl]arginine (V), and <I>N</I>,<I>N</I>′-di(4-amino-4-carboxybutyl)urea (VI). The mechanism of these reactions was also discussed.
- 公益社団法人 日本化学会の論文
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