Studies on the synthesis of amino acids V: Phase-transfer catalytic Michael additions of N-cyanomethyl and N-ethoxycarbonylmethyl imidates

Chin. J. Org. Chem. ›› 1989, Vol. 9 ›› Issue (3): 254-256. Previous Articles Next Articles

氨基酸合成方法研究 V: 相转移催化下N-氰甲基和N-乙氧羰基亚甲基亚氨酸乙酯的Michael加成反应

施耀曾;石农原;蒋卫平;范富龙;陆婉芳;胡宏纹

南开大学化学系

发布日期:1989-06-25

Studies on the synthesis of amino acids V: Phase-transfer catalytic Michael additions of N-cyanomethyl and N-ethoxycarbonylmethyl imidates

SHI YAOZENG;SHI NONGYUAN;JIANG WEIPING;FAN FULONG;LU WANFANG;HU HONGWEN

Published:1989-06-25

Abstract

Stirring EtOCR:NCH2R1 (R = Me, Ph; R1 = cyano, CO2Et) with H2C:CR2R3 (R2 = H, Me; R3 = cyano, CO2Me), Bu4NBr, K2CO3, or KOH in MeCN gave 31-73% EtOCR:NCHR1CH2CHR2R3 (I). Hydrolysis of I (R = Ph, R1 = CO2Et, R2 = H, R3 = cyano) gave glutamic acid.

Key words: AMINO ACID, BROMIDE, PHASE TRANSFER CATALYSIS, CYANO GROUP, ACRYLONITRILE, ADDITION REACTION, BUTANAMINE P, PROPENOIC ACID ESTER, BENZENECARBOXIMIDIC ACID P, MICHAEL CONDENSATION REACTION

CLC Number:

O621

Cite this article

SHI YAOZENG;SHI NONGYUAN;JIANG WEIPING;FAN FULONG;LU WANFANG;HU HONGWEN. Studies on the synthesis of amino acids V: Phase-transfer catalytic Michael additions of N-cyanomethyl and N-ethoxycarbonylmethyl imidates[J]. Chin. J. Org. Chem., 1989, 9(3): 254-256.

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氨基酸合成方法研究 V: 相转移催化下N-氰甲基和N-乙氧羰基亚甲基亚氨酸乙酯的Michael加成反应

Studies on the synthesis of amino acids V: Phase-transfer catalytic Michael additions of N-cyanomethyl and N-ethoxycarbonylmethyl imidates

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