(-)-(1R,2R,4R,5S,6S)-5-(Hydroxymethyl)-8-oxatricyclo<4.2.1.0^2,6>nonan-7-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: (-)-(1R,2R,4R,5S,6S)-5-(Hydroxymethyl)-8-oxatricyclo<4.2.1.0^2,6>nonan-7-one
• 英文别名: (1R,3R,6S,7R,9S)-9-(hydroxymethyl)-4-oxatricyclo[4.2.1.03,7]nonan-5-one
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: PLQZGYNJIGZRKY-DWOUCZDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,5-Methano-2H-cyclopenta[b]furan-2-one, 3,3a,4,5,6,6a-hexahydro-7-syn-(hydroxymethyl)-, (3R,3a-trans,5-cis,6a-trans)- 生成 (-)-(1R,2R,4R,5S,6S)-5-(Hydroxymethyl)-8-oxatricyclo<4.2.1.0^2,6>nonan-7-one
  参考文献：
  名称：

  JANSSEN, A. J. M.;KLUNDER, A. J. H.;ZWANENBURG, B., TETRAHEDRON, 47,(1991) N9, C. 5513-5538

  摘要：

  DOI：

文献信息

• Enzymatic resolution of norbor(NE)nylmethanols in organic media and an application to the synthesis of (+)- and (−)-endo-Norbornene lactone.
  作者：A.J.M. Janssen、A.J.H. Klunder、B. Zwanenburg

  DOI：10.1016/s0040-4020(01)80984-4

  日期：1991.7

  The enzymatic resolution of some norbornene carboxylic acids, norbornenylmethanols and -methylamines was evaluated. The kinetic resolution of norbornyl- and norbornenylmethanols by Porcine Pancreatic Lipase (PPL)-catalyzed transesterification in methyl acetate as the solvent leads to corresponding acetates and remaining methanols both of high enantiomeric purity. A useful application is the synthesis of both enantiomers of endo-norbornene lactone 8n via transesterification of iodolactone 18. The influence of structural variations on the efficiency of the PPL-catalyzed resolution of lactone methanols 21, 23, 25 and 28, at the optimal reaction conditions established for iodolactone 18, was investigated.
• JANSSEN, A. J. M.;KLUNDER, A. J. H.;ZWANENBURG, B., TETRAHEDRON, 47,(1991) N9, C. 5513-5538
  作者：JANSSEN, A. J. M.、KLUNDER, A. J. H.、ZWANENBURG, B.

  DOI：——

  日期：——