benzyl (2S)-2-[[6-[[[(2S)-1-phenylmethoxycarbonylpyrrolidine-2-carbonyl]-(pyridin-2-ylmethyl)amino]methyl]pyridin-2-yl]methyl-(pyridin-2-ylmethyl)carbamoyl]pyrrolidine-1-carboxylate | 568600-31-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: benzyl (2S)-2-[[6-[[[(2S)-1-phenylmethoxycarbonylpyrrolidine-2-carbonyl]-(pyridin-2-ylmethyl)amino]methyl]pyridin-2-yl]methyl-(pyridin-2-ylmethyl)carbamoyl]pyrrolidine-1-carboxylate
• CAS: 568600-31-7
• 化学式: C₄₅H₄₇N₇O₆
• 分子量: 781.911
• InChiKey: ZHXAXUKRLDZMMQ-YATWDLPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.53
• 重原子数：
  58.0
• 可旋转键数：
  14.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  138.37
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  benzyl (2S)-2-[[6-[[[(2S)-1-phenylmethoxycarbonylpyrrolidine-2-carbonyl]-(pyridin-2-ylmethyl)amino]methyl]pyridin-2-yl]methyl-(pyridin-2-ylmethyl)carbamoyl]pyrrolidine-1-carboxylate 在 氢溴酸 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.5h， 生成 (7S,19S)-9,17-bis(pyridin-2-ylmethyl)-3,9,17,23,29,30-hexazapentacyclo[23.3.1.111,15.03,7.019,23]triaconta-1(29),11(30),12,14,25,27-hexaene-2,8,18,24-tetrone
  参考文献：
  名称：

  Synthesis of novel chiral polyamide macrocycles containing pyridyl side-arms and their molecular recognition properties

  摘要：

  Seven novel C-2-symmetrical macrocycles containing pyridyl units have been prepared by the cyclic condensation of homochiral diamide intermediates with 2,6-pyridinedicarbonyl dichloride under high dilution at room temperature. The molecular recognition of these homochiral macrocycles for amino acid derivatives has been characterized by various spectroscopic methods such as IR, FAB-MS, fluorescence and UV-vis. The macrocycle 11 exhibited significant chiral recognition towards the enantiomers Of D- and L-alanine methyl ester hydrochlorides for which association constants have been determined. Molecular modeling was also used to simulate the interaction mode between the hosts and the guests. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00173-3
• 作为产物：
  描述：

  (S)-1-((benzyloxy)carbonyl)pyrrolidine-2-carboxylic anhydride 、 2,6-bis([(pyrid-2-ylmethyl)amino]methyl)pyridine 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以0.58 g的产率得到benzyl (2S)-2-[[6-[[[(2S)-1-phenylmethoxycarbonylpyrrolidine-2-carbonyl]-(pyridin-2-ylmethyl)amino]methyl]pyridin-2-yl]methyl-(pyridin-2-ylmethyl)carbamoyl]pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Synthesis of novel chiral polyamide macrocycles containing pyridyl side-arms and their molecular recognition properties

  摘要：

  Seven novel C-2-symmetrical macrocycles containing pyridyl units have been prepared by the cyclic condensation of homochiral diamide intermediates with 2,6-pyridinedicarbonyl dichloride under high dilution at room temperature. The molecular recognition of these homochiral macrocycles for amino acid derivatives has been characterized by various spectroscopic methods such as IR, FAB-MS, fluorescence and UV-vis. The macrocycle 11 exhibited significant chiral recognition towards the enantiomers Of D- and L-alanine methyl ester hydrochlorides for which association constants have been determined. Molecular modeling was also used to simulate the interaction mode between the hosts and the guests. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00173-3