(1S,2R,6R,7R,8S)-7-(4-methoxyphenyl)-6,8-dimethyl-4-oxatetracyclo[5.5.2.01,8.02,6]tetradec-13-ene-3,5-dione | 205648-32-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1S,2R,6R,7R,8S)-7-(4-methoxyphenyl)-6,8-dimethyl-4-oxatetracyclo[5.5.2.01,8.02,6]tetradec-13-ene-3,5-dione
• CAS: 205648-32-4
• 化学式: C₂₂H₂₄O₄
• 分子量: 352.43
• InChiKey: OVRJKKUGVSCCKB-ADNIJMRFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 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：

  (1S,2R,6R,7R,8S)-7-(4-methoxyphenyl)-6,8-dimethyl-4-oxatetracyclo[5.5.2.01,8.02,6]tetradec-13-ene-3,5-dione 在 sodium hydride 、 lithium tri-t-butoxyaluminum hydride 作用下， 以 四氢呋喃 为溶剂， 生成 (1S,2R,3R,6R,7R,8S)-3-[(E)-[(3aS,6aS)-2-oxo-4,6a-dihydro-3aH-cyclopenta[b]furan-3-ylidene]methoxy]-7-(4-methoxyphenyl)-6,8-dimethyl-4-oxatetracyclo[5.5.2.01,8.02,6]tetradec-13-en-5-one
  参考文献：
  名称：

  Strigol and sorgolactone synthetic studies use of Winterfeldt's template to control the C-2′ configuration

  摘要：

  A route comprising (i) a cycloaddition reaction of citraconic anhydride with the Winterfeldt auxiliary, (ii) hydride reduction of the cycloadduct, (iii) a (formal) ether formation, and (iv) a cycloreversion reaction allows efficient stereocontrol at C-2' in the synthesis of strigol and its structural analogues. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01228-8
• 作为产物：
  描述：

  柠康酸酐 、 (7aS)-1-(4-methoxyphenyl)-7a-methyl-4,5,6,7-tetrahydroindene 生成 (1S,2R,6R,7R,8S)-7-(4-methoxyphenyl)-6,8-dimethyl-4-oxatetracyclo[5.5.2.01,8.02,6]tetradec-13-ene-3,5-dione
  参考文献：
  名称：

  Strigol and sorgolactone synthetic studies use of Winterfeldt's template to control the C-2′ configuration

  摘要：

  A route comprising (i) a cycloaddition reaction of citraconic anhydride with the Winterfeldt auxiliary, (ii) hydride reduction of the cycloadduct, (iii) a (formal) ether formation, and (iv) a cycloreversion reaction allows efficient stereocontrol at C-2' in the synthesis of strigol and its structural analogues. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01228-8