3-(9-methylundeca-7,9-dienyl)-9-methylene-2,8-dioxabicyclo<4.3.0>nonane-5,7-dione | 146275-60-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 3-(9-methylundeca-7,9-dienyl)-9-methylene-2,8-dioxabicyclo<4.3.0>nonane-5,7-dione
• 英文别名: 7-methylidene-2-[(7E,9E)-9-methylundeca-7,9-dienyl]-2,3-dihydrofuro[3,4-b]pyran-4,5-dione
• CAS: 146275-60-7
• 化学式: C₂₀H₂₆O₄
• 分子量: 330.424
• InChiKey: FONVPQPVLXJACY-YEJROQEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(9-methylundeca-7,9-dienyl)-9-methylene-2,8-dioxabicyclo<4.3.0>nonane-5,7-dione 在 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 生成 、 (1R*,6aS*,14aS*,14bR*,13E)-1,14a-dimethyl-1,2,6,6a,7,8,9,10,11,12-decahydro-4H,5H,14aH-6a,14c-epoxy-3-cyclobuta<1',2':1,2>cyclopentadeca<2,3,4-b,c>furan-4,5-dione 、 、 (1R*,6aR*,14aR*,14bS*,13E)-1,14a-dimethyl-1,2,6,6a,7,8,9,10,11,12-decahydro-4H,5H,14aH-6a,14c-epoxy-3-cyclobuta<1',2':1,2>cyclopentadeca<2,3,4-b,c>furan-4,5-dione
  参考文献：
  名称：

  Cyclobutane structures fused to a 13-membered ring

  摘要：

  The structures of two diastereomers, (1R*,6aS*,14aS*,-14bR*,13E)- and (1R*,6aR*, 14aR*, 14bS*, 13E)-1,14a-di-methyl-1,2,6,6a,7,8,9,10,11,12-decahydro-4H,5H,14aH-6a,14c-epoxy-3-cyclobuta[1',2':1,2]cyclopentade-ca-[2,3,4-b,c]furan-4,5-dione, in which a cyclobutane moiety is fused to a 13-membered ring are reported for the first time. The two diastereomers exhibit similar conformations except for the configuration about the methyl carbon (C15).

  DOI：

  10.1107/s0108270193002677
• 作为产物：
  描述：

  1,2,2-二甲基-3-二噁烷-4-甲酰氯 在 盐酸 、 magnesium ethylate 、 4-甲基苯磺酸吡啶 、 N,N'-二环己基碳二亚胺 、 copper(l) chloride 作用下， 生成 3-(9-methylundeca-7,9-dienyl)-9-methylene-2,8-dioxabicyclo<4.3.0>nonane-5,7-dione
  参考文献：
  名称：

  A Lewis Acid Mediated Intramolecular [2+2] Cycloaddition of 3-(9-Methylundeca-7,9-dienyl)-9-methylene-2,8-dioxabicyclo[4.3.0]nonane-5,7-dione

  摘要：

  Treatment of 3-(9-methylundeca-7,9-dienyl)-9-methylene-2,8-dioxabicyclo[4.3.0]nonane-5,7-dione (3) with SnCl4 in CH2Cl2 at -80-degrees-C produced intramolecular [2+2] cycloadducts (6a-d) rather than intramolecular Diels-Alder adducts.

  DOI：

  10.3987/com-92-6157

文献信息

• A Lewis Acid Mediated Intramolecular [2+2] Cycloaddition of 3-(9-Methylundeca-7,9-dienyl)-9-methylene-2,8-dioxabicyclo[4.3.0]nonane-5,7-dione
  作者：Kei Takeda、Akihiko Shimotani、Eiichi Yoshii、Kentaro Yamaguchi

  DOI：10.3987/com-92-6157

  日期：——

  Treatment of 3-(9-methylundeca-7,9-dienyl)-9-methylene-2,8-dioxabicyclo[4.3.0]nonane-5,7-dione (3) with SnCl4 in CH2Cl2 at -80-degrees-C produced intramolecular [2+2] cycloadducts (6a-d) rather than intramolecular Diels-Alder adducts.
• Cyclobutane structures fused to a 13-membered ring
  作者：K. Yamaguchi、K. Takeda、A. Shimotani、E. Yoshii

  DOI：10.1107/s0108270193002677

  日期：1993.9.15

  The structures of two diastereomers, (1R*,6aS*,14aS*,-14bR*,13E)- and (1R*,6aR*, 14aR*, 14bS*, 13E)-1,14a-di-methyl-1,2,6,6a,7,8,9,10,11,12-decahydro-4H,5H,14aH-6a,14c-epoxy-3-cyclobuta[1',2':1,2]cyclopentade-ca-[2,3,4-b,c]furan-4,5-dione, in which a cyclobutane moiety is fused to a 13-membered ring are reported for the first time. The two diastereomers exhibit similar conformations except for the configuration about the methyl carbon (C15).