2-lithio-1-methylbenzimidazole | 50361-88-1

• 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: 2-lithio-1-methylbenzimidazole
• 英文别名: 1-methyl-2-lithiobenzimidazole；2-(1-methylbenzimidazolyl)-lithium；(1-methyl-benzoimidazol-2-yl)-lithium
• CAS: 50361-88-1
• 化学式: C₈H₇LiN₂
• 分子量: 138.098
• InChiKey: HNNUABRHXQVOSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.99
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-lithio-1-methylbenzimidazole 以76%的产率得到
  参考文献：
  名称：

  Kojima Hideo, Yamamoto Kazuhiko, Kinoshita Yasuo, Inoue Hiroo, J. Heterocycl. Chem., 29 (1992) N 6, S 1473-1476

  摘要：

  DOI：

文献信息

• Asymmetric synthesis of ?-(heteroaryl)alkylamines and ?-amino acids via nucleophilic 1,2-addition of lithiated heterocycles to aldehyde SAMP-hydrazones
  作者：DIETER ENDERS

  DOI：10.3906/kim-1302-71

  日期：——

  The asymmetric synthesis of \alpha-(heteroaryl)alkylamines was accomplished by employing a diastereoselective nucleophilic 1,2-addition of lithiated aromatic heterocycles to aldehyde SAMP-hydrazones, followed by BH_3 . THF or SmI_2 promoted removal of the chiral auxiliary. The CBz or benzoyl-protected amines were obtained in good yields (40\%--78\%) and excellent enantiomeric excesses (ee = 88\%--99\%). The methodology can be applied to the synthesis of highly enantioenriched \alpha-amino acids (ee = 90\%--99\%).

  第 V 组金属化合物与三氧化硫的反应
• Potent Thrombin Inhibitors That Probe the S₁‘ Subsite:  Tripeptide Transition State Analogues Based on a Heterocycle-Activated Carbonyl Group
  作者：Michael J. Costanzo、Bruce E. Maryanoff、Leonard R. Hecker、Mary R. Schott、Stephen C. Yabut、Han-Cheng Zhang、Patricia Andrade-Gordon、Jack A. Kauffman、Joan M. Lewis、Raman Krishnan、Alexander Tulinsky

  DOI：10.1021/jm9603274

  日期：1996.1.1
• Design and synthesis of novel benzofurans as a new class of antifungal agents targeting fungal N-myristoyltransferase. Part 3
  作者：Ken-ichi Kawasaki、Miyako Masubuchi、Kenji Morikami、Satoshi Sogabe、Tsunehisa Aoyama、Hirosato Ebiike、Satoshi Niizuma、Michiko Hayase、Toshihiko Fujii、Kiyoaki Sakata、Hidetoshi Shindoh、Yasuhiko Shiratori、Yuko Aoki、Tatsuo Ohtsuka、Nobuo Shimma

  DOI：10.1016/s0960-894x(02)00844-2

  日期：2003.1

  A new series of acid-stable antifungal agents having strong inhibitory activity against Candida albicans N-myristoyl-transferase (CaNmt) has been developed starting from acid-unstable benzofuranylmethyl aryl ether 2. The inhibitor design is based on X-ray crystallographic analysis of a CaNmt complex with aryl ether 3. Among the new inhibitors, pyridine derivative 8b and benzimidazole derivative 8k showed clear antifungal activity in a murine systemic candidiasis model. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Synthesis and nonchair conformations of 2,2-disubstituted 4,4-dimethyl-1, 3-dioxanes
  作者：Z. I. Zelikman、Yu. Yu. Samitov、T. P. Kosulina、V. G. Kul'nevich、B. A. Tertov

  DOI：10.1007/bf00509546

  日期：1978.9
• Kerschl, Susanna; Wrackmeyer, Bernd, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1986, vol. 41, # 7, p. 890 - 894
  作者：Kerschl, Susanna、Wrackmeyer, Bernd

  DOI：——

  日期：——