Athanasin | 36518-04-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: Athanasin
• 英文别名: 2-[[(2R,5S)-5-(furan-3-yl)-2-methyloxolan-2-yl]methyl]-4-methylfuran
• CAS: 36518-04-4
• 化学式: C₁₅H₁₈O₃
• 分子量: 246.306
• InChiKey: LMSPQIDVRZANSJ-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2R)-2,6-Dimethyl-5-heptene-1,2-diol 在 苄基三乙基氯化铵 吡啶 、 lead(IV) acetate 、 sodium hydroxide 、 四氧化锇 、 正丁基锂 、 N-甲基吗啉氧化物 、 对甲苯磺酰氯 、 柠檬酸 、 calcium carbonate 、 sodium sulfite 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 104.25h， 生成 Athanasin
  参考文献：
  名称：

  First synthesis of the difuransesquiterpene athanasin and the elucidation of its relative and absolute configuration

  摘要：

  The synthesis of the naturally occurring difuransesquiterpene athanasin is described. Employing Seebach's method of ''self-reproduction of chirality'', the chiral oxirane 6 is built up, which is successively connected with suitable furan building blocks. Cyclization of the resulting diols 14 a/b gives the enantiomerically pure diastereomers 1a and 1b.Comparison of their spectroscopic data with athanasin after separation allows the elucidation of the natural product's relative and absolute configuration.

  DOI：

  10.1016/s0040-4020(01)96205-2

文献信息

• First synthesis of the difuransesquiterpene athanasin and the elucidation of its relative and absolute configuration
  作者：Guido Bojack、Hans Bornowski

  DOI：10.1016/s0040-4020(01)96205-2

  日期：1991.11

  The synthesis of the naturally occurring difuransesquiterpene athanasin is described. Employing Seebach's method of ''self-reproduction of chirality'', the chiral oxirane 6 is built up, which is successively connected with suitable furan building blocks. Cyclization of the resulting diols 14 a/b gives the enantiomerically pure diastereomers 1a and 1b.Comparison of their spectroscopic data with athanasin after separation allows the elucidation of the natural product's relative and absolute configuration.