Amino Acids and Peptides. I. Syntheses of <I>p</I>-Methoxybenzyl <I>p</I>-Nitrophenyl Carbonate, <I>p</I>-Methoxybenzyl Carbazate, and <I>p</I>-Methoxybenzyloxycarbonyl Amino Acids with <I>p</I>-Methoxybenzyl Chloroformate
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概要
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A new method for the syntheses of <I>p</I>-methoxybenzyl <I>p</I>-nitrophenyl carbonate, <I>p</I>-methoxybenzyl carbazate, and <I>p</I>-methoxybenzyloxycarbonyl amino acids has been devised. These compounds were obtained in satisfactory yield from sodium <I>p</I>-nitrophenolate, 85% hydrazine hydrate, and several amino acids with <I>p</I>-methoxybenzyl chloroformate prepared from anisyl alcohol and phosgene in the presence of dimethylaniline in dry ether at −5–−10°C. This direct <I>p</I>-methoxybenzyloxycarbonylation of amino acid with the chloroformate is more convenient than the usual Weygand method.
- 公益社団法人 日本化学会の論文