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化学学报
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化学学报 ›› 2000, Vol. 58 ›› Issue (4): 458-463. 上一篇    下一篇

研究论文

具有抗HIV活性的螺环缩酮类化合物合成研究: Didemnaketals C(1)～C(8)片段 的合成

王平珍;涂永强;李心   

  1. 兰州大学化学系.兰州(730000);兰州大学应用有机化学国家重点实验室.兰州 (730000)
  • 发布日期:2000-04-15

Synthetic studies of the HIV-inhibitive spiroketals: Construction of the C(1)～C(8) intermediate of didemnaketals

Wang Pingzhen;Tu Yongqiang;Li Xin   

  1. Lanzhou Univ, Dept Chem.Lanzhou(730000);Lanzhou Univ, State Key Lab Appl Organ Chem.Lanzhou(730000)
  • Published:2000-04-15

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以天然薄荷酮为原料，立体选择性地合成了具有抗艾滋病活性的化合物DidemnaketalsAC(1)～C(8)片段，(3S,5R,6S)-3-甲基-5,6-丙酮化物-7-氧代-辛酸甲酯及其6R异构体。

关键词: 螺环化合物, 缩酮, 辛酸P, 甲酯, 丙酮P, 异构体, 立体选择性, 薄荷酮, 抗艾滋病活性

A synthetic procedure for construction of the C(1)～C(8) intermediate of the HIV - inhibitive didemnaketals starting from the natural L-(-)- menthone was developed, in whic two chiral intermediates (3S, 5R, 6S) and (3S, 5R 6R)-3- methyl-5,6-dihydroxy-acetonide-7-oxo-octoate were synthesized, each involved the construction of two extra chiral centers.

Key words: SPIRO COMPOUNDS, KETAL, CAPRYLIC ACID P, METHYL ESTER, ACETONE P, ISOMER, STEREOSELECTIVITY, MEUTHONE

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