(E)-9-Hydroxy-7,8,9,10-tetrahydro-12H-6-oxa-benzocyclododecene-5,11-dione | 483303-39-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-9-Hydroxy-7,8,9,10-tetrahydro-12H-6-oxa-benzocyclododecene-5,11-dione
• CAS: 483303-39-5
• 化学式: C₁₅H₁₆O₄
• 分子量: 260.29
• InChiKey: CHMJPXOMVWMOLD-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.97
• 重原子数：
  19.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-9-Hydroxy-7,8,9,10-tetrahydro-12H-6-oxa-benzocyclododecene-5,11-dione 在 amberlyst-15 作用下， 以 乙醚 、 氘代氯仿 为溶剂， 反应 9.0h， 以86%的产率得到
  参考文献：
  名称：

  Synthesis of the core of apicularen A by transannular conjugate addition

  摘要：

  The synthesis of the core of the myxobacteria metabolite apicularen A by a novel transannular 1,4-addition is described. The key step involved acid mediated transannular conjugate addition of the C13 hydroxyl into the a,p-unsaturated ketone in macrolactone 18 to provide the trans-pyranone 19 and the cis-isomer 20 in a ratio of 9:1, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02069-5
• 作为产物：
  描述：

  methyl 2-[(E,4S,6S)-6-[tert-butyl(dimethyl)silyl]oxy-8-hydroxy-4-tri(propan-2-yl)silyloxyoct-2-enyl]benzoate 在 manganese(IV) oxide 、 lithium hydroxide 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 (E)-9-Hydroxy-7,8,9,10-tetrahydro-12H-6-oxa-benzocyclododecene-5,11-dione
  参考文献：
  名称：

  Synthesis of the core of apicularen A by transannular conjugate addition

  摘要：

  The synthesis of the core of the myxobacteria metabolite apicularen A by a novel transannular 1,4-addition is described. The key step involved acid mediated transannular conjugate addition of the C13 hydroxyl into the a,p-unsaturated ketone in macrolactone 18 to provide the trans-pyranone 19 and the cis-isomer 20 in a ratio of 9:1, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02069-5