(12R,15R,16R,19R)-12,15:16,19-diepoxytriacontane-11,20-dione | 204441-28-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (12R,15R,16R,19R)-12,15:16,19-diepoxytriacontane-11,20-dione
• 英文别名: 1-[(2R,5R)-5-[(2R,5R)-5-undecanoyloxolan-2-yl]oxolan-2-yl]undecan-1-one
• CAS: 204441-28-1
• 化学式: C₃₀H₅₄O₄
• 分子量: 478.756
• InChiKey: QJKXGJZUNJDNIA-SKKKGAJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  34
• 可旋转键数：
  21
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 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：

  (12R,15R,16R,19R)-12,15:16,19-diepoxytriacontane-11,20-dione 在 ammonium acetate 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  Novel acyclic ligands for metal cations based on the adjacent bistetrahydrofuran as analogs of natural Annonaceous acetogenins

  摘要：

  The acyclic ligands with an adjacent bistetrahydrofuran (THF) skeleton have been synthesized as analogs of bullatacin, a representative natural product in a family of Annonaceous acetogenins, and their binding properties toward metal cations have been investigated. The dihydroxyl bis-THF ligands with alkyl chains showed specific binding toward Ca2+, and those with acetamido groups exhibited potent binding with Ca2+ and Mg2+. The ligand with ether chains showed higher affinity toward Mg2+. These binding properties which depend on the nature of side chains and their stereochemistry have been analyzed by molecular modeling. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10439-2
• 作为产物：
  描述：

  nonylmagnesium bromide 在 Celite 、 pyridinium chlorochromate 、 copper(I) bromide 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 (12R,15R,16R,19R)-12,15:16,19-diepoxytriacontane-11,20-dione
  参考文献：
  名称：

  Novel acyclic ligands for metal cations based on the adjacent bistetrahydrofuran as analogs of natural Annonaceous acetogenins

  摘要：

  The acyclic ligands with an adjacent bistetrahydrofuran (THF) skeleton have been synthesized as analogs of bullatacin, a representative natural product in a family of Annonaceous acetogenins, and their binding properties toward metal cations have been investigated. The dihydroxyl bis-THF ligands with alkyl chains showed specific binding toward Ca2+, and those with acetamido groups exhibited potent binding with Ca2+ and Mg2+. The ligand with ether chains showed higher affinity toward Mg2+. These binding properties which depend on the nature of side chains and their stereochemistry have been analyzed by molecular modeling. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10439-2

文献信息

• Novel acyclic ligands for metal cations based on the adjacent bistetrahydrofuran as analogs of natural Annonaceous acetogenins
  作者：Shigeki Sasaki、Katsunori Maruta、Hiroyuki Naito、Rie Maemura、Eiji Kawahara、Minoru Maeda

  DOI：10.1016/s0040-4020(97)10439-2

  日期：1998.3

  The acyclic ligands with an adjacent bistetrahydrofuran (THF) skeleton have been synthesized as analogs of bullatacin, a representative natural product in a family of Annonaceous acetogenins, and their binding properties toward metal cations have been investigated. The dihydroxyl bis-THF ligands with alkyl chains showed specific binding toward Ca2+, and those with acetamido groups exhibited potent binding with Ca2+ and Mg2+. The ligand with ether chains showed higher affinity toward Mg2+. These binding properties which depend on the nature of side chains and their stereochemistry have been analyzed by molecular modeling. (C) 1998 Elsevier Science Ltd. All rights reserved.