(1S,2R,3R,6R,7R,8S)-3-hydroxy-7-(4-methoxyphenyl)-6,8-dimethyl-4-oxatetracyclo[5.5.2.01,8.02,6]tetradec-13-en-5-one | 194468-88-7

• 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,3R,6R,7R,8S)-3-hydroxy-7-(4-methoxyphenyl)-6,8-dimethyl-4-oxatetracyclo[5.5.2.01,8.02,6]tetradec-13-en-5-one
• CAS: 194468-88-7
• 化学式: C₂₂H₂₆O₄
• 分子量: 354.446
• InChiKey: SVTMAURGENMMRT-KQXGTCBSSA-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：
  0.59
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S,2R,3R,6R,7R,8S)-3-hydroxy-7-(4-methoxyphenyl)-6,8-dimethyl-4-oxatetracyclo[5.5.2.01,8.02,6]tetradec-13-en-5-one 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 (1S,2R,3S,6R,7R,8S)-3-chloro-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：

  (7aS)-1-(4-methoxyphenyl)-7a-methyl-4,5,6,7-tetrahydroindene 在 lithium tri-t-butoxyaluminum hydride 作用下， 生成 (1S,2R,3R,6R,7R,8S)-3-hydroxy-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

文献信息

• Strigol and sorgolactone synthetic studies use of Winterfeldt's template to control the C-2′ configuration
  作者：Susanne Röhrig、Lothar Hennig、Matthias Findeisen、Peter Welzel、Dietrich Müller

  DOI：10.1016/s0040-4039(97)01228-8

  日期：1997.8

  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.