(9E)-6-hydroxy-16-methoxy-3-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraene-2,8-dione | 483303-46-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (9E)-6-hydroxy-16-methoxy-3-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraene-2,8-dione
• CAS: 483303-46-4
• 化学式: C₁₆H₁₈O₅
• 分子量: 290.316
• InChiKey: CAFHPWBTYOAWAO-QHHAFSJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (9E)-6-hydroxy-16-methoxy-3-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraene-2,8-dione 在 amberlyst-15 作用下， 以 氘代氯仿 为溶剂， 反应 25.0h， 生成 (1R,13S)-7-methoxy-10,17-dioxatricyclo[11.3.1.03,8]heptadeca-3(8),4,6-triene-9,15-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
• 作为产物：
  描述：

  2-羟基-6-甲基苯甲酸 在 4-二甲氨基吡啶 、 manganese(IV) oxide 、 氯化亚砜 、 四丁基氟化铵 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 (9E)-6-hydroxy-16-methoxy-3-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraene-2,8-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