(1S,5S)-1-{(2R,5R,2'R,5'R)-5'-[(R)-1-Hydroxy-13-(5-methyl-furan-3-yl)-tridecyl]-octahydro-[2,2']bifuranyl-5-yl}-undecane-1,5-diol | 903518-28-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (1S,5S)-1-{(2R,5R,2'R,5'R)-5'-[(R)-1-Hydroxy-13-(5-methyl-furan-3-yl)-tridecyl]-octahydro-[2,2']bifuranyl-5-yl}-undecane-1,5-diol
• CAS: 903518-28-5
• 化学式: C₃₇H₆₆O₆
• 分子量: 606.927
• InChiKey: GRSMZAMGCGCFHK-LJDNFWMJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.74
• 重原子数：
  43.0
• 可旋转键数：
  25.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  92.29
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (1S,5S)-1-{(2R,5R,2'R,5'R)-5'-[(R)-1-Hydroxy-13-(5-methyl-furan-3-yl)-tridecyl]-octahydro-[2,2']bifuranyl-5-yl}-undecane-1,5-diol 、 N-苯基马来酰亚胺 以 水 为溶剂， 反应 6.0h， 以92%的产率得到8-{(R)-13-[(2R,5R,2'R,5'R)-5'-((1S,5S)-1,5-Dihydroxy-undecyl)-octahydro-[2,2']bifuranyl-5-yl]-13-hydroxy-tridecyl}-1-methyl-4-phenyl-10-oxa-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione
  参考文献：
  名称：

  Analogues of cytotoxic squamocin using reliable reactions: new insights into the reactivity and role of the α,β-unsaturated lactone of the annonaceous acetogenins

  摘要：

  A small library of squamocin analogues has been prepared and screened biologically (cytotoxicity, inhibition of mitochondrial complex I and complex III). To centre diversity on a crucial part of the molecule (i.e., the alpha.beta-unsaturated lactone), an original and reliable lactone opening reaction has been discovered and exploited among other efficient reactions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.066
• 作为产物：
  描述：

  (5S)-3-[(13R)-13-[(2R,5R)-5-[(2R,5R)-5-[(1S,5S)-1,5-二羟基十一烷基]四氢呋喃-2-基]四氢呋喃-2-基]-13-羟基十三烷基]-5-甲基-5H-呋喃-2-酮 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 4.0h， 以87%的产率得到(1S,5S)-1-{(2R,5R,2'R,5'R)-5'-[(R)-1-Hydroxy-13-(5-methyl-furan-3-yl)-tridecyl]-octahydro-[2,2']bifuranyl-5-yl}-undecane-1,5-diol
  参考文献：
  名称：

  Analogues of cytotoxic squamocin using reliable reactions: new insights into the reactivity and role of the α,β-unsaturated lactone of the annonaceous acetogenins

  摘要：

  A small library of squamocin analogues has been prepared and screened biologically (cytotoxicity, inhibition of mitochondrial complex I and complex III). To centre diversity on a crucial part of the molecule (i.e., the alpha.beta-unsaturated lactone), an original and reliable lactone opening reaction has been discovered and exploited among other efficient reactions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.066