5,6-trans-cyclohexano-4,7-diazadecane-1,10-diamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5,6-trans-cyclohexano-4,7-diazadecane-1,10-diamine
• 英文别名: N,N'-bis(3-aminopropyl)cyclohexane-1,2-diamine；(1R,2R)-1-N,2-N-bis(3-aminopropyl)cyclohexane-1,2-diamine
• 化学式: C₁₂H₂₈N₄
• 分子量: 228.381
• InChiKey: HOTULZJXDAZWSJ-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  76.1
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,6-trans-cyclohexano-4,7-diazadecane-1,10-diamine 在 ammonium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  多胺羟基肉桂酰胺的制备及生物学评价

  摘要：

  许多植物含有多胺的羟基肉桂酸共轭物，其一般结构与蜘蛛和黄蜂毒素中发现的酰化多胺非常相似。为了确定这些化合物是否可能在植物对节肢动物害虫的化学防御中发挥作用，我们合成了各种二胺、三胺和四胺的香豆酸（4-羟基肉桂）酸缀合物的类似物，使用共同的保护和酰化策略。N(1)-和N(8)-香豆酰亚精胺在昆虫幼虫的饲养试验中进行了测试，包括欧洲玉米螟（Ostrinia nubilalis）、烟草芽虫（Heliothis verescens）和斜带状卷叶虫（Choristoneura rosaceana）。还进行了稻象鼻虫 Sitophilus oryzae 的拒食试验。尽管采取了预防措施以在湿饮食中保持这些容易氧化的材料，但天然存在的多胺香豆酸缀合物及其类似物均未显示出对昆虫的显着毒性。然而，对这些化合物对谷氨酸依赖性神经受体（包括小龙虾的深腹部伸肌）或哺乳动物 NMDA、delta2 和 AMPA 受体

  DOI：

  10.1016/s0031-9422(03)00133-x
• 作为产物：
  描述：

  (R,R)-N,N'-(cyclohexane-1,2-diyl)bis(2-carbamoylethanamide) 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 生成 5,6-trans-cyclohexano-4,7-diazadecane-1,10-diamine
  参考文献：
  名称：

  Chemoenzymatic syntheses of two optically active hexa-azamacrocycles

  摘要：

  Two optically active hexa-azamacrocycles with C-2 and D-2 symmetry, respectively, have been efficiently synthesized from the enzymatically prepared (R,R)-cyclohexane-1,2-diamine bis(amidoester) derivative (R,R)-4. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00010-5

文献信息

• Sequential biocatalytic resolution of (±)-trans-cyclohexane-1,2-diamine. Chemoenzymatic synthesis of an optically active polyamine
  作者：Ignacio Alfonso、Covadonga Astorga、Francisca Rebolledo、Vicente Gotor

  DOI：10.1039/cc9960002471

  日期：——

  Candida antarctica lipase-catalysed double monoaminolysis of dimethyl malonate by (+/-)-trans-cyclohexane-1,2-diamine allows the sequential resolution of the latter compound, affording an enantiopure bis(amidoester), (R,R)-3, which is subsequently transformed into an optically active polyamine, (R,R)-9.
• Chemoenzymatic syntheses of two optically active hexa-azamacrocycles
  作者：Ignacio Alfonso、Francisca Rebolledo、Vicente Gotor

  DOI：10.1016/s0957-4166(99)00010-5

  日期：1999.1

  Two optically active hexa-azamacrocycles with C-2 and D-2 symmetry, respectively, have been efficiently synthesized from the enzymatically prepared (R,R)-cyclohexane-1,2-diamine bis(amidoester) derivative (R,R)-4. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Kobiro, Kazuya; Nakayama, Atsuyoshi; Hiro, Toshitaka, Inorganic Chemistry, 1992, vol. 31, # 4, p. 676 - 685
  作者：Kobiro, Kazuya、Nakayama, Atsuyoshi、Hiro, Toshitaka、Suwa, Mitsuhito、Tobe, Yoshito

  DOI：——

  日期：——
• Preparation and spectral properties of nickel(II) and copper(II) complexes with two isomeric cyclohexylcyclams
  作者：Kazunori Sakata、Takeharu Odamura、Yumie Kanbara、Tamami Nibu、Mamoru Hashimoto、Akihiko Tsuge、Yoshiki Moriguchi

  DOI：10.1016/s0277-5387(97)00405-1

  日期：1998.1

  The nickel(II) complexes-of two isomeric cyclohexylcyclams were prepared by employing a nickel template reaction. The cyclohexylcyclams were synthesized from the nickel(II)-complexes and then the copper(II) complexes were prepared from the free ligands and copper(II) perchlorate. The nickel(II) and copper(II) complexes exhibit clusters of ions corresponding to [M-ClO4](+) and [M-2ClO(4)+-2H](+) which is the base peak in FAB mass spectra. A strong band observed at ca 3200 cm(-1) is assigned to the N-H stretching mode and the band is slightly shifted to lower frequency on metal coordination, indicating freshly strong bands due to ClO4- stretching mode at ca 1090 and ca 620 cm(-1). The molar conductances for the complexes are 1:2 electrolytes in N,N-dimethylformamide and the perchlorate anions are ionized on dissolution in the solvent. The nickel(II) and copper(II) complexes of the two isomers are subjected to the square,planar ligand-field, but the ligand-field band for the nickel(II) complex of isomer L-t(3), trans-cyclohexylcyclam, shows the distorted octahedral form in coordinating solvent. ESR spectra for the copper(II) complexes of the two isomers also give the spin Hamiltonian parameters of the square-planar coordination. C-13-NMR spectral results are com; parable with those of another spectra. (C) 1998 Elsevier Science Ltd. All rights reserved.
• [N,N'-Bis(3-aminopropyl)-trans-1,2-cyclohexanediamine-N,N',N'',N''']di(perchlorato-O)copper(II)
  作者：T. H. Tahirov、T. H. Lu、K. Shu、C. S. Chung

  DOI：10.1107/s0108270193010005

  日期：1994.4.15

  The Cu(II) ion of the title complex, [Cu(ClO4)2(C12H28N4)], is six-coordinated with four N atoms of the tetradentate ligand on the equatorial plane and two perchlorato O atoms in axial positions. The two asymmetric donor N atoms have the same R or S configuration, The two terminal six-membered chelate rings are in stable chair forms and the central five-membered chelate ring is in a stable gauche form. The cyclohexane ring on the central chelate ring is in a stable chair form. The hydrogen bonds between the NH and NH2 groups and the perchlorate O atoms help stabilize the crystal structure.