4-hydroxy-2-(hydroxymethyl)-3-methoxy-2-methyl-5-methylidene-7-(2-phenylethyl)spiro[3a,4-dihydro-3H-indene-6,1'-cyclopropane]-1-one

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-hydroxy-2-(hydroxymethyl)-3-methoxy-2-methyl-5-methylidene-7-(2-phenylethyl)spiro[3a,4-dihydro-3H-indene-6,1'-cyclopropane]-1-one
• 化学式: C₂₃H₂₈O₄
• 分子量: 368.473
• InChiKey: NKTVVAPGJCOYQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甲醇 、 亚甲基三苯基膦烷 、 Acetic acid 2-bromo-1-methyl-5-oxo-cyclopent-3-enylmethyl ester 、 1-[1-(2-Diazoacetyl)cyclopropyl]-3-phenylpropan-1-one 在 辛酸铑 、 氢氧化钾 作用下， 以 乙醚 为溶剂， 反应 4.0h， 生成 4-hydroxy-2-(hydroxymethyl)-3-methoxy-2-methyl-5-methylidene-7-(2-phenylethyl)spiro[3a,4-dihydro-3H-indene-6,1'-cyclopropane]-1-one
  参考文献：
  名称：

  Modular, Parallel Synthesis of an Illudinoid Combinatorial Library

  摘要：

  [GRAPHIC]A library of 49 illudinoids was prepared via a three-step synthesis using a parallel synthesizer and solid-phase extractive purification. Products could be rapidly prepared for initial biological testing against three cancer cell lines, which revealed library members that inhibit nonsmall cell lung cancer. The activities of the library members are not easily correlated with structure, meaning the empirical approach used here is essential for such nonintuitive discoveries.

  DOI：

  10.1021/ol034565m

文献信息

• Modular, Parallel Synthesis of an Illudinoid Combinatorial Library
  作者：Michael C. Pirrung、Hao Liu

  DOI：10.1021/ol034565m

  日期：2003.5.1

  [GRAPHIC]A library of 49 illudinoids was prepared via a three-step synthesis using a parallel synthesizer and solid-phase extractive purification. Products could be rapidly prepared for initial biological testing against three cancer cell lines, which revealed library members that inhibit nonsmall cell lung cancer. The activities of the library members are not easily correlated with structure, meaning the empirical approach used here is essential for such nonintuitive discoveries.