(+/-)-sarracenin | 25406-65-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (+/-)-sarracenin
• 英文别名: methyl (1S,3S,7R,8R,9R)-9-methyl-2,4,10-trioxatricyclo[5.3.1.03,8]undec-5-ene-6-carboxylate
• CAS: 25406-65-9；57456-76-5；59653-37-1；65914-07-0；78392-14-0；80374-30-7
• 化学式: C₁₁H₁₄O₅
• 分子量: 226.229
• InChiKey: QGBCGMGBGAHJIT-QQYGPLNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  dimethyl (+/-)-<1α,2β(R*)>-(E)-<2-(1-methoxyethyl)-3-cyclopentenyl>(2-phenylethenyl)propanedioate 在 氢氧化钾 、 三甲基氯硅烷 、 硫酸 、 sodium iodide 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 28.0h， 生成 (+/-)-sarracenin
  参考文献：
  名称：

  A short, oxetane-based synthesis of (.+-.)-sarracenin

  摘要：

  DOI：

  10.1021/jo00264a034

文献信息

• Total Synthesis of (±)-Sarracenin
  作者：Meng-Yang Chang、Chi-Peng Chang、Wei-Kung Yin、Nein-Chen Chang

  DOI：10.1021/jo961734q

  日期：1997.2.1

  A total synthesis of (+/-)-sarracenin (1) is described. The key steps include (1) regioselective ring expansion of 7 to bicyclo[3.2.1]ketone6 and (2) ring opening of tricyclic ketone 5 to ester 4.

  描述了（+/-）-sarracenin（1）的全合成。关键步骤包括（1）将7的区域选择性开环成双环[3.2.1]酮6和（2）将三环酮5的开环成酯4。
• Total synthesis of (-)-sarracenin by photoannelation
  作者：S. W. Baldwin、M. T. Crimmins

  DOI：10.1021/ja00368a054

  日期：1982.2
• Iridoid Based Formulations
  申请人：West Brett Justin

  公开号：US20110217394A1

  公开（公告）日：2011-09-08

  Embodiments of the invention relate to fortified food and dietary supplement products which may be administered to produce desirable physiological improvement. In particular, embodiments of the invention relates to the administration of products enhanced with plant products and iridoids.
• Acai and Iridoid Based Formulations
  申请人：West Brett Justin

  公开号：US20110206786A1

  公开（公告）日：2011-08-25

  Embodiments of the invention relate to fortified food and dietary supplement products, which may be administered to produce desirable physiological improvement. In particular, embodiments of the invention relate to the administration of products enhanced with Acai and iridoids.
• Morinda Citrifolia and Iridoid Based Formulations
  申请人：West Brett Justin

  公开号：US20110206787A1

  公开（公告）日：2011-08-25

  Embodiments of the invention relate to fortified food and dietary supplement products which may be administered to produce desirable physiological improvement. In particular, embodiments of the invention relates to the administration of products enhanced with Morinda citrifolia and iridoids.