吴安心, 赵玉瑞, 陈宁, 潘鑫复. 去甲二氢愈创木酸的全合成J. 药学学报, 1997, 32(4): 278-281.
引用本文: 吴安心, 赵玉瑞, 陈宁, 潘鑫复. 去甲二氢愈创木酸的全合成J. 药学学报, 1997, 32(4): 278-281.
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AX Wu, YR Zhao, N Chen , XF Pan, . TOTAL SYNTHESIS OF NORDIHYDROGUAIARETIC ACIDJ. Acta Pharmaceutica Sinica, 1997, 32(4): 278-281.
Citation: AX Wu, YR Zhao, N Chen , XF Pan, . TOTAL SYNTHESIS OF NORDIHYDROGUAIARETIC ACIDJ. Acta Pharmaceutica Sinica, 1997, 32(4): 278-281.
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去甲二氢愈创木酸的全合成

TOTAL SYNTHESIS OF NORDIHYDROGUAIARETIC ACID

    摘要
  • 摘要: 以香草醛为原料,经甲醚化,氧化和Claisen缩合,合成了相应的β酮酸酯,再经改进的Knor反应,实现β-酮酸酯的偶联,通过环化、选择性氢化还原等反应,成功地合成了去甲二氢愈创木酸(nordihydroguaiaretic acid);呋喃愈创木酚二甲醚(furoguaiacin dimethyl ether)和二氢愈创木酸二甲醚(dihydroguaiaretic acid dimethyl ether)。

     

    Abstract: β-Keto ester(5) was obtained from vanilin through etherification, oxidation and condensation with acetoacetic ester, (5) on oxidative coupling reaction by NaOEt/I2 produced dimer (6) in high yield. Acid catalyzed cyclodehydration of (6) gave the furan derivative(7), and by a series of selective hydrogenation nordihydroguaiaretic acid, furoguaiacin dimethyl ether and dihydroguaiaretic acid dimethyl ether were synthesized.

     

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