(1S)-1-(6-methoxy-1H-benzimidazol-2-yl)-2-methylpropan-1-amine | 1280591-36-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: (1S)-1-(6-methoxy-1H-benzimidazol-2-yl)-2-methylpropan-1-amine
• CAS: 1280591-36-7
• 化学式: C₁₂H₁₇N₃O
• 分子量: 219.286
• InChiKey: RECZNCSAHKVRPB-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  63.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S)-1-(6-methoxy-1H-benzimidazol-2-yl)-2-methylpropan-1-amine 、 (R)-(+)-2-丁基丁二酸 4-叔丁酯 在 N-甲基吗啉 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 N-[1-(S)-(5-methoxybenzimidazol-2-yl)-2-methyl]propyl-(R)-2-tert-butoxycarbonylmethylhexanamide
  参考文献：
  名称：

  Design, synthesis and antibacterial activity of novel actinonin derivatives containing benzimidazole heterocycles

  摘要：

  A series of novel actinonin derivatives containing a benzimidazole heterocycle linked as amide isostere have been designed and synthesized. The structures of all the synthesized compounds were confirmed by analytical and spectroscopic methods. All the compounds were evaluated in vitro against Staphylococcus aureus, Klebsiella pneumoniae, and Sarcina lutea. Among them, compound la with unsubstituted benzimidazole ring exhibited potent antibacterial activities. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.05.009
• 作为产物：
  描述：

  N-benzyloxycarbonyl-(1S)-[1-(5-methoxybenzimidazol-2-yl)]-2-methylpropylamine 在 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 (1S)-1-(6-methoxy-1H-benzimidazol-2-yl)-2-methylpropan-1-amine
  参考文献：
  名称：

  Design, synthesis and antibacterial activity of novel actinonin derivatives containing benzimidazole heterocycles

  摘要：

  A series of novel actinonin derivatives containing a benzimidazole heterocycle linked as amide isostere have been designed and synthesized. The structures of all the synthesized compounds were confirmed by analytical and spectroscopic methods. All the compounds were evaluated in vitro against Staphylococcus aureus, Klebsiella pneumoniae, and Sarcina lutea. Among them, compound la with unsubstituted benzimidazole ring exhibited potent antibacterial activities. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.05.009

文献信息

• An Efficient Diphosphine/Hybrid-Amine Combination for Ruthenium(II)-Catalyzed Asymmetric Hydrogenation of Aryl Ketones
  作者：Yuehui Li、Yougui Zhou、Qixun Shi、Kuiling Ding、Ryoji Noyori、Christian A. Sandoval

  DOI：10.1002/adsc.201000577

  日期：2011.2.11

  1H-benzimidazole-2-methanamine (BIMA) ligands in combination with 2,3-O-isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane (DIOP) afford efficient catalytic systems for the ruthenium(II)-catalyzed asymmetric hydrogenation (AH) of a number of aryl ketones. The AH proceeds smoothly with substrate-to-catalyst (S/C) molar ratios of up to 100,000 (TOF of 6500 h−1, 8 atm) giving chiral alcohols in up

  现成的基于模块化胺/苯并咪唑的1 H-苯并咪唑-2-甲胺（BIMA）配体与2,3- O-异亚丙基-2,3-二羟基-1,4-双（二苯基膦基）丁烷（DIOP）组合）为钌（II）催化的许多芳基酮的不对称氢化（AH）提供了有效的催化体系。AH顺利进行，底物与催化剂（S / C）的摩尔比最高为100,000（TOF为6500 h -1，8 atm），手性醇含量高达99％ee。