tert-butyl ((1R,2R)-2-((pyridin-2-ylmethylene)amino)cyclohexyl)carbamate | 1446209-42-2

• 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: tert-butyl ((1R,2R)-2-((pyridin-2-ylmethylene)amino)cyclohexyl)carbamate
• CAS: 1446209-42-2
• 化学式: C₁₇H₂₅N₃O₂
• 分子量: 303.404
• InChiKey: HDPQKWOJFFCQTC-HUUCEWRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  63.58
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl ((1R,2R)-2-((pyridin-2-ylmethylene)amino)cyclohexyl)carbamate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以77%的产率得到(R,R)-{2-[(pyridin-2-ylmethyl)-amino]cyclohexyl}carbamic acid tert-butyl ester
  参考文献：
  名称：

  Use of tridentate TsDPEN/pyridine ligands in ruthenium-catalysed asymmetric reduction of ketones

  摘要：

  A series of enantiomerically pure tridentate ligands based on the 1,2-diphenylethane-1,2-diamine structure, containing additional pyridine groups, was prepared and tested in asymmetric transfer hydrogenation of ketones using Ru-3(CO)(12) as a metal source. Alcohols were formed in up to 93% ee in the best cases, and good results were obtained with ortho-haloarylketones. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.141
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 盐酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.25h， 生成 tert-butyl ((1R,2R)-2-((pyridin-2-ylmethylene)amino)cyclohexyl)carbamate
  参考文献：
  名称：

  Use of tridentate TsDPEN/pyridine ligands in ruthenium-catalysed asymmetric reduction of ketones

  摘要：

  A series of enantiomerically pure tridentate ligands based on the 1,2-diphenylethane-1,2-diamine structure, containing additional pyridine groups, was prepared and tested in asymmetric transfer hydrogenation of ketones using Ru-3(CO)(12) as a metal source. Alcohols were formed in up to 93% ee in the best cases, and good results were obtained with ortho-haloarylketones. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.141

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.