Amino Acids and Peptides. I. Syntheses of p-Methoxybenzyl p-Nitrophenyl Carbonate, p-Methoxybenzyl Carbazate, and p-Methoxybenzyloxycarbonyl Amino Acids with p-Methoxybenzyl Chloroformate

Autor: S\={o}fuku, Sh\={o}suke, Mizumura, Mitsuo, Hagitani, Akira
Zdroj: Bulletin of the Chemical Society of Japan; January 1970, Vol. 43 Issue: 1 p177-181, 5p
Abstrakt: A new method for the syntheses of p-methoxybenzyl p-nitrophenyl carbonate, p-methoxybenzyl carbazate, and p-methoxybenzyloxycarbonyl amino acids has been devised. These compounds were obtained in satisfactory yield from sodium p-nitrophenolate, 85% hydrazine hydrate, and several amino acids with p-methoxybenzyl chloroformate prepared from anisyl alcohol and phosgene in the presence of dimethylaniline in dry ether at -5–-10°C. This direct p-methoxybenzyloxycarbonylation of amino acid with the chloroformate is more convenient than the usual Weygand method.
Databáze: Supplemental Index