methyl 5-{bis[2-(hydroxyimino)-5-(methyloxy)-5-oxopentyl]amino}-4-(hydroxyimino)pentanoate | 1186489-43-9

• 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: methyl 5-{bis[2-(hydroxyimino)-5-(methyloxy)-5-oxopentyl]amino}-4-(hydroxyimino)pentanoate
• CAS: 1186489-43-9
• 化学式: C₁₈H₃₀N₄O₉
• 分子量: 446.458
• InChiKey: PRXOAQGBANMGFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.64
• 重原子数：
  31.0
• 可旋转键数：
  15.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  179.91
• 氢给体数：
  3.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  methyl 5-{bis[2-(hydroxyimino)-5-(methyloxy)-5-oxopentyl]amino}-4-(hydroxyimino)pentanoate 在 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 72.0h， 生成 methyl 3-[4,6,10-trihydroxy-5,7-bis(3-methoxy-3-oxopropyl)-1,4,6,10-tetraazatricyclo[3.3.1.1(3,7)]dec-3-yl]propanoate
  参考文献：
  名称：

  Unusual Intramolecular Cyclization of Tris(β-oximinoalkyl)amines. The First Synthesis of 1,4,6,10-Tetraazaadamantanes

  摘要：

  An unusual intramolecular cyclization of tris(beta-oximinoalkyl)amines 1 into 4,6,10-trihydroxy-1,4,6,10-tetraazaadamantanes 2 was discovered. Compounds 2 are related to a previously unknown type of heteroadamantanes that contain the cage Isomeric to urotropin. A simple three-step synthesis of tetraazaadamantanes 2 and their N-substituted derivatives 3 and 4 from ammonia and aliphatic nitro compounds via the intermediacy of available tris-oximes 1 was developed.

  DOI：

  10.1021/ol9015157

文献信息

• Synthesis of B,O,N-Doped Adamantanes and Diamantanes by Condensation of Oximes with Boronic Acids
  作者：Ivan S. Golovanov、Alexey Yu. Sukhorukov、Yulia V. Nelyubina、Yulia A. Khomutova、Sema L. Ioffe、Vladimir A. Tartakovsky

  DOI：10.1021/acs.joc.5b00892

  日期：2015.7.2

  Condensation of Altos with boronic acids RB(OH)(2) or B(OH)(3) affords remarkably stable 2,4,10-trioxa-1,5,7-triaza-3-boroadamantanes via an unprecedented multicomponent process. The mechanism involves the reversible generation: of unstable oxime cyclotrimers, which are readily intercepted by borcinic acids.