N,N'-bis-{(1S,3S,6R)-4[(E)-hydroxyimino]-3,7,7-trimethylbicyclo[4.1.0]hept-3-yl}-1,2-ethylenediamine | 443873-76-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N,N'-bis-{(1S,3S,6R)-4[(E)-hydroxyimino]-3,7,7-trimethylbicyclo[4.1.0]hept-3-yl}-1,2-ethylenediamine
• 英文别名: N,N'-bis[(1S,3S,6R)-4[(E)-hydroxamino]-3,7,7-trimethylbicyclo[4.1.0]heptan-3-yl]-1,2-ethylenediamine；N,N'-bis{(1s,3s,6r)-4[(e)-hydroxyimino]-3,7,7-trimethylbicyclo[4.1.0]heptan-3-yl}-1,2-ethylenediamine；(NE)-N-[(1R,4S,6S)-4-[2-[[(1S,3S,4E,6R)-4-hydroxyimino-3,7,7-trimethyl-3-bicyclo[4.1.0]heptanyl]amino]ethylamino]-4,7,7-trimethyl-3-bicyclo[4.1.0]heptanylidene]hydroxylamine
• CAS: 443873-76-5
• 化学式: C₂₂H₃₈N₄O₂
• 分子量: 390.569
• InChiKey: MILDWCFIHPTEPT-BEZMGYLLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  89.2
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  copper(ll) bromide 、 N,N'-bis-{(1S,3S,6R)-4[(E)-hydroxyimino]-3,7,7-trimethylbicyclo[4.1.0]hept-3-yl}-1,2-ethylenediamine 以 乙醇 、 异丙醇 为溶剂， 以61%的产率得到[(N,N'-bis[(1S,3S,6R)-4[(E)-hydroxamino]-3,7,7-trimethylbicyclo[4.1.0]heptan-3-yl]-1,2-ethylenediamine)copper(II)] bromide hydrate
  参考文献：
  名称：

  Synthesis and structure of copper(II) complexes with diaminodioxime (H2L), a derivative of the monoterpenoid (+)-3-carene

  摘要：

  铜（II）化合物中的光学活性二氨基二氧肟（H2L）来源于单萜（+）-3-蒈烯，Cu(H2L)(NO3)2 ⋅ H2O (I)、Cu(H2L)(ClO4)2 ⋅ H2O (II)、Cu(H2L)Br2 ⋅ H2O (III) 和 Cu(H2L)SO4⋅0.5H2O (IV) 的µeff 分别为 1.81、1.79、1.71 和 1.8 µB。通过红外光谱和 EPR 光谱对这些配合物进行的研究表明，I 和 II 是单核离子配合物。化合物 III 显然具有聚合物结构（CuN4Br2 配位单元）。根据 EPR 数据，多晶化合物 III 和 IV 中的 Cu2+ 离子发生了交换相互作用。

  DOI：

  10.1007/s11173-005-0022-5
• 作为产物：
  描述：

  乙二胺 、 Bis-((1R,3R,4S,6S)-4-chloro-4,7,7-trimethyl-bicyclo[4.1.0]hept-3-yl)-diazene N,N'-dioxide 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 生成 3,7,7-trimethylbicyclo<4.1.0>hept-2-en-4-one oxime 、 (1S,3S,6R)-3-(2-aminoethylamino)-4-caranone (E)-oxime 、 N,N'-bis-{(1S,3S,6R)-4[(E)-hydroxyimino]-3,7,7-trimethylbicyclo[4.1.0]hept-3-yl}-1,2-ethylenediamine
  参考文献：
  名称：

  摘要：

  The reaction of nitroso chlorides of natural monoterpene hydrocarbons, 3-carene and alpha-pinene, with simple alpha,omega-diamines (1,2-diaminoethane, 1,3-diaminopropane, piperazine, 1,6-diaminohexane, diethylenetriamine) results in the formation of alpha-amino oximes and bis-alpha-amino oximes. The product structures were proved by spectroscopy. The procedures of separation and purification of diamino oximes and diamino dioximes are described. Detailed analysis of the H-1 and C-13 NMR spectra of the new chiral nitrogen-containing derivatives was carried out.

  DOI：

  10.1023/a:1015097200993

文献信息

• Tetranuclear bismuth complexes Bi4(O)2(O2CC6H2F3-3,4,5)8 � 2C6H6 and Bi4(O)2(O2CC6H2F3-3,4,5)8 � 2C6H4Me2-1,4: Synthesis and structures
  作者：V. V. Sharutin、I. V. Egorova、O. K. Sharutina、T. K. Ivanenko、N. Yu. Adonin、V. F. Starichenko、M. A. Pushilin、A. V. Gerasimenko

  DOI：10.1007/s11173-005-0019-0

  日期：2005.1

  X-ray diffraction study of tetranuclear organobismuth complexes Bi4(O)2(O2CC6H2F3-3,4,5)8 · 2η6-C6H6 and Bi4(O)2(O2CC6H2F3-3,4,5)8 · 2(C6H4Me2-1,4) revealed four Bi atoms connected through the bridging carboxylate ligands and the O atoms. The coordination sphere of the terminal Bi atoms includes the chelate carboxylate ligand and the η6-arene molecule. The bridging O atoms are tricoordinated, the distances between the terminal Bi atom and the center of benzene molecule (1,4-dimethylbenzene) are 3.024 Å(3.131 Å).

  对四核有机铋配合物 Bi4(O)2(O2CC6H2F3-3,4,5)8 - 2η6-C6H6 和 Bi4(O)2(O2CC6H2F3-3,4,5)8 - 2(C6H4Me2-1,4)的 X 射线衍射研究表明，四个铋原子通过桥接羧酸配体和 O 原子连接在一起。末端 Bi 原子的配位圈包括螯合羧酸配体和 η6- 烯分子。桥接的 O 原子为三配位，末端 Bi 原子与苯分子（1,4-二甲基苯）中心的距离为 3.024 Å（3.131 Å）。
• Synthesis and structure of copper(II) complexes with diaminodioxime (H2L), a derivative of the monoterpenoid (+)-3-carene
  作者：S. V. Larionov、L. I. Myachina、L. A. Sheludyakova、E. G. Boguslasvskii、A. V. Tkachev、S. N. Bizyaev

  DOI：10.1007/s11173-005-0022-5

  日期：2004.12

  Copper(II) compounds with the optically active diaminodioxime (H2L) derived from the monoterpenoid (+)-3-carene, Cu(H2L)(NO3)2 ⋅ H2O (I), Cu(H2L)(ClO4)2 ⋅ H2O (II), Cu(H2L)Br2 ⋅ H2O (III), and Cu(H2L)SO4⋅0.5H2O (IV) with µeff equal to 1.81, 1.79, 1.71, and 1.8 µB, respectively, were prepared. Studies of the complexes by IR and EPR spectroscopy showed that I and II are mononuclear ionic complexes. Compound III apparently has polymeric structure (the CuN4Br2 coordination unit). According to EPR data, the Cu2+ ions in polycrystalline compounds III and IV undergo exchange interactions.

  铜（II）化合物中的光学活性二氨基二氧肟（H2L）来源于单萜（+）-3-蒈烯，Cu(H2L)(NO3)2 ⋅ H2O (I)、Cu(H2L)(ClO4)2 ⋅ H2O (II)、Cu(H2L)Br2 ⋅ H2O (III) 和 Cu(H2L)SO4⋅0.5H2O (IV) 的µeff 分别为 1.81、1.79、1.71 和 1.8 µB。通过红外光谱和 EPR 光谱对这些配合物进行的研究表明，I 和 II 是单核离子配合物。化合物 III 显然具有聚合物结构（CuN4Br2 配位单元）。根据 EPR 数据，多晶化合物 III 和 IV 中的 Cu2+ 离子发生了交换相互作用。
• ——
  作者：P. A. Petukhov、S. N. Bizyaev、À. V. Tkachev

  DOI：10.1023/a:1015097200993

  日期：——

  The reaction of nitroso chlorides of natural monoterpene hydrocarbons, 3-carene and alpha-pinene, with simple alpha,omega-diamines (1,2-diaminoethane, 1,3-diaminopropane, piperazine, 1,6-diaminohexane, diethylenetriamine) results in the formation of alpha-amino oximes and bis-alpha-amino oximes. The product structures were proved by spectroscopy. The procedures of separation and purification of diamino oximes and diamino dioximes are described. Detailed analysis of the H-1 and C-13 NMR spectra of the new chiral nitrogen-containing derivatives was carried out.