(E)-N-hydroxy-2,2-dimethyl-N-({4-[5-methyl-3-(2-methylpropyl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-(2-2,3-dihydrofuryl)}methyl)propanamide | 568571-24-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-N-hydroxy-2,2-dimethyl-N-({4-[5-methyl-3-(2-methylpropyl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-(2-2,3-dihydrofuryl)}methyl)propanamide
• CAS: 568571-24-4
• 化学式: C₂₉H₄₅NO₅
• 分子量: 487.68
• InChiKey: XBNUHQGPJKWTRK-AFUMVMLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.18
• 重原子数：
  35.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  76.07
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-N-hydroxy-2,2-dimethyl-N-({4-[5-methyl-3-(2-methylpropyl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-(2-2,3-dihydrofuryl)}methyl)propanamide 在 三氯化硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以79%的产率得到(E)-N-hydroxy-N-({2-(hydroxymethyl)-4-[5-methyl-3-(2-methylpropyl)hexylidene]-5-oxo-(2-2,3-dihydrofuryl)}methyl)-2,2-dimethylpropanamide
  参考文献：
  名称：

  Conformationally Constrained Analogues of Diacylglycerol. 19. Synthesis and Protein Kinase C Binding Affinity of Diacylglycerol Lactones Bearing an N-Hydroxylamide Side Chain

  摘要：

  The structures of N-hydroxylamides 1a and 1b, previously reported by Lee et al. in J. Med. Chem. 2001, 44, 4309-4312 as strong protein kinase C (PK-C) ligands, were incorrect and correspond instead to esters 2a and 2b, respectively. Here, we report the synthesis and complete characterization of 1a and 1b together with the associated biological activity in terms of PK-C binding affinity.

  DOI：

  10.1021/jm030082c
• 作为产物：
  描述：

  在 sodium cyanoborohydride 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.17h， 生成 (E)-N-hydroxy-2,2-dimethyl-N-({4-[5-methyl-3-(2-methylpropyl)hexylidene]-5-oxo-2-[(phenylmethoxy)methyl]-(2-2,3-dihydrofuryl)}methyl)propanamide
  参考文献：
  名称：

  Conformationally Constrained Analogues of Diacylglycerol. 19. Synthesis and Protein Kinase C Binding Affinity of Diacylglycerol Lactones Bearing an N-Hydroxylamide Side Chain

  摘要：

  The structures of N-hydroxylamides 1a and 1b, previously reported by Lee et al. in J. Med. Chem. 2001, 44, 4309-4312 as strong protein kinase C (PK-C) ligands, were incorrect and correspond instead to esters 2a and 2b, respectively. Here, we report the synthesis and complete characterization of 1a and 1b together with the associated biological activity in terms of PK-C binding affinity.

  DOI：

  10.1021/jm030082c