有机化学 ›› 1991, Vol. 11 ›› Issue (2): 170-173. 上一篇    下一篇

研究论文

N-乙氧羰基亚甲基苯甲亚氨酸乙酯与脂肪及醛的反应

施耀曾;陆婉芳;杜争鸣;胡宏纹;吴美玉   

  1. 南京大学化学系;江苏省化工研究所
  • 发布日期:1991-04-25

Reaction of N-ethoxycarbonyl-benzenecarboximedate with aliphatic aldehydes

SHI YAOZENG;LU WANFANG;DU ZHENGMING;HU HONGWEN;WU MEIYU   

  • Published:1991-04-25

本文报道亚氨酸酯与脂肪及醛在固液相转移催化条件下的反应。产物经快速柱层析分离, 得到一对非对映异构体-顺式和反式恶唑啉酯, 恶唑啉酯在盐酸中水解可得到β-羟基-α-氨基酸。

关键词: 氨基酸, 质谱法, 乙酯, 氨基酸, 酯, 元素分析, 红外分光光度法, 盐酸, 质子磁共振谱法, 苯 P

The reaction of benzenecarboximidate I with aldehydes RCHO (R = H, Et, Pr, Bu, CH2CHMe2) under phase-transfer conditions gave diastereoisomeric pairs of oxazolines II. II are intermediates in the synthesis of b-hydroxy a-amino acids. Thus, cis-II can be cleaved by aqueous HCl to give erythro acids III, whereas the cleavage of trans-II will give threo acids IV.

Key words: AMINO ACID, AMINO ACID, ESTERS, MASS SPECTROGRAPHY, ETHYL ESTER, ELEMENTAL ANALYSIS, PROTON MAGNETIC RESONANCE SPECTROMETRY, INFRARED SPECTROPHOTOMETRY, HYDROCHLORIC ACID, BENZENE P

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