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[氮杂环化合物的研究。IX. 5-羟基-2,4-二乙氧羰基吡咯的合成]

[Research on nitrogen heterocyclic compounds. IX. Synthesis of 5-hydroxy-2,4-dicarbethoxypyrroles].

作者信息

Stefancich G, Nacci V, Filacchioni G, Giuliano R, Artico M

出版信息

Farmaco Sci. 1975 Nov;30(11):917-26.

PMID:1193232
Abstract

Reaction between diethyl ethoxymethylenemalonate and N-substituted diethylaminomalonates in the presence of sodium ethoxide gives 5-hydroxy-2,4-dicarbethoxypyrroles. By treating these compounds with acetic anhydride we shall get the corresponding 5-acethoxy-2,4-dicarbethoxypyrroles and, by catalytic reduction, the corresponding 2,4-dicarbethoxy-5-pyrrolidinones, which in turn are hydrolyzed to the well known corresponding pyroglutamic acids. The I.R. and N.M.R. spectral data are in agreement with the proposed structures.

摘要

乙氧基甲基丙二酸二乙酯与N-取代的二乙氨基丙二酸酯在乙醇钠存在下反应生成5-羟基-2,4-二乙氧羰基吡咯。用乙酸酐处理这些化合物可得到相应的5-乙酰氧基-2,4-二乙氧羰基吡咯,通过催化还原可得到相应的2,4-二乙氧羰基-5-吡咯烷酮,后者又可水解为众所周知的相应焦谷氨酸。红外光谱和核磁共振光谱数据与所提出的结构一致。

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