(1R,2R)-N1-(pyridine-2-ylmethyl) cyclohexane-1,2-diamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (1R,2R)-N1-(pyridine-2-ylmethyl) cyclohexane-1,2-diamine
• 英文别名: N-(2-pyridylmethyl)-(1R,2R)-cyclohexane-1,2-diamine；(1R,2R)-2-N-(pyridin-2-ylmethyl)cyclohexane-1,2-diamine
• 化学式: C₁₂H₁₉N₃
• 分子量: 205.303
• InChiKey: LNIIYMZGKXCBNO-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  50.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-二叔丁基水杨醛 、 (1R,2R)-N1-(pyridine-2-ylmethyl) cyclohexane-1,2-diamine 以 异丙醇 为溶剂， 反应 0.08h， 以77%的产率得到N-(3,5-di-tert-butylsalicylidene)-N'-(2-pyridylmethyl)-(1R,2R)-cyclohexane-1,2-diamine
  参考文献：
  名称：

  配体和pH对末端烯烃的锰介导的过氧乙酸环氧化的影响。

  摘要：

  [反应：见正文]使用过乙酸筛选了19种Mn（II）配合物，用于末端烯烃的催化环氧化。这些配合物很少是在pH <2时有效的催化剂，但是许多配合物在pH为4时催化剂用量为1 mol％时才有效。负载量为0.1 mol％时，四种配合物在5分钟内以约80％的产率环氧化1-辛烯。使用多组分分子间竞争反应探索了催化剂对不同烯烃的相对反应性。

  DOI：

  10.1021/ol048846l
• 作为产物：
  描述：

  tert-butyl ((1R,2R)-2-((pyridin-2-ylmethylene)amino)cyclohexyl)carbamate 在 sodium tetrahydroborate 、 碳酸氢钠 作用下， 以 甲醇 、 水 为溶剂， 反应 5.0h， 生成 (1R,2R)-N1-(pyridine-2-ylmethyl) cyclohexane-1,2-diamine
  参考文献：
  名称：

  Synthesis and in vitro cytotoxicity of platinum(II) complexes with chiral N-monosubstituted 1,2-cyclohexyldiamine derivatives as the carrier groups

  摘要：

  Eight platinum(II) complexes with the new chiral ligands, (1R,2R)-N-1-(pyridine-2-ylmethyl) cyclohexane-1,2-diamine (R) or (1S,2S)-N-1-(pyridine-2-ylmethyl) cyclohexane-1,2-diamine (S) as the carrier groups were designed, synthesized, and spectrally characterized. All platinum(II) complexes showed much better aqueous solubility than cisplatin and oxaliplatin. In vitro cytotoxicity of the compounds against human HepG-2, MCF-7, A549, and HCT-116 cell lines was evaluated. Results indicate that all compounds with R as the carrier group showed cytotoxicity against HCT-116, A549, and MCF-7 cell lines; however, all compounds with S as carrier group exhibited disappointing cytotoxicity against tested cell lines. Compound R2, bearing ClCH2COO- as leaving group, exhibited better cytotoxicity than that of carboplatin against A549 and MCF-7 cell lines and also showed close activity to oxaliplatin against HCT-116 cell line.

  DOI：

  10.1080/00958972.2013.775430

文献信息

• Synthesis and <i>in vitro</i> cytotoxicity of platinum(II) complexes with chiral N-monosubstituted 1,2-cyclohexyldiamine derivatives as the carrier groups
  作者：Chuanzhu Gao、Fan Fei、Tianshuai Wang、Bo Yang、Shaohua Gou、Jian Yang、Liali Liao

  DOI：10.1080/00958972.2013.775430

  日期：2013.3.1

  Eight platinum(II) complexes with the new chiral ligands, (1R,2R)-N-1-(pyridine-2-ylmethyl) cyclohexane-1,2-diamine (R) or (1S,2S)-N-1-(pyridine-2-ylmethyl) cyclohexane-1,2-diamine (S) as the carrier groups were designed, synthesized, and spectrally characterized. All platinum(II) complexes showed much better aqueous solubility than cisplatin and oxaliplatin. In vitro cytotoxicity of the compounds against human HepG-2, MCF-7, A549, and HCT-116 cell lines was evaluated. Results indicate that all compounds with R as the carrier group showed cytotoxicity against HCT-116, A549, and MCF-7 cell lines; however, all compounds with S as carrier group exhibited disappointing cytotoxicity against tested cell lines. Compound R2, bearing ClCH2COO- as leaving group, exhibited better cytotoxicity than that of carboplatin against A549 and MCF-7 cell lines and also showed close activity to oxaliplatin against HCT-116 cell line.
• Ligand and pH Influence on Manganese-Mediated Peracetic Acid Epoxidation of Terminal Olefins
  作者：Andrew Murphy、Allyson Pace、T. Daniel P. Stack

  DOI：10.1021/ol048846l

  日期：2004.9.1

  complexes were screened for the catalytic epoxidation of terminal olefins using peracetic acid. Few of these complexes are efficient catalysts at pH < 2, but many are effective at 1 mol % catalyst loading at pH 4. With 0.1 mol % loading, four complexes epoxidize 1-octene in approximately 80% yield in 5 min. The relative reactivity of the catalysts toward different olefins was probed using a multicomponent

  [反应：见正文]使用过乙酸筛选了19种Mn（II）配合物，用于末端烯烃的催化环氧化。这些配合物很少是在pH <2时有效的催化剂，但是许多配合物在pH为4时催化剂用量为1 mol％时才有效。负载量为0.1 mol％时，四种配合物在5分钟内以约80％的产率环氧化1-辛烯。使用多组分分子间竞争反应探索了催化剂对不同烯烃的相对反应性。