[(2S,4R)-1-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-[2-(tert-butyl-dimethyl-silanyl)-3-methyl-3H-imidazol-4-yl]-methanol | 191734-32-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: [(2S,4R)-1-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-[2-(tert-butyl-dimethyl-silanyl)-3-methyl-3H-imidazol-4-yl]-methanol
• CAS: 191734-32-4
• 化学式: C₂₈H₄₉N₃O₂Si₂
• 分子量: 515.887
• InChiKey: QZYDOSSZRXJSHH-QRKINALSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.83
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  50.52
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [(2S,4R)-1-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-[2-(tert-butyl-dimethyl-silanyl)-3-methyl-3H-imidazol-4-yl]-methanol 在 palladium on activated charcoal 甲醇 、 氯化亚砜 、 N,N-二甲基乙酰胺 、 三正丁基氢锡 、 甲酸铵 、 溶剂黄146 、 苯硫酚 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 生成 (4R,5S,6S)-3-[(3S,5R)-1-Allyloxycarbonyl-5-(3-methyl-3H-imidazol-4-ylmethyl)-pyrrolidin-3-ylsulfanyl]-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester
  参考文献：
  名称：

  Studies on β-lactam antibiotics. Synthesis and antibacterial activity of novel 1β-methylcarbapenems related to FR21818: 5-membered ring analogs

  摘要：

  The synthesis and biological activity of the novel series of 1 beta-methylcarbapenems 1 are described. Most compounds displayed extremely potent antibacterial activity and high renal DHP-1 stability. The best compound in this series, FR21818 (1a) displayed excellent in vivo efficacy against an MRSA infection in mice. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00230-8
• 作为产物：
  描述：

  2-(叔丁基二甲基甲硅烷基)-1-甲基-1H-咪唑 在 N-溴代丁二酰亚胺(NBS) 作用下， 生成 [(2S,4R)-1-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-[2-(tert-butyl-dimethyl-silanyl)-3-methyl-3H-imidazol-4-yl]-methanol
  参考文献：
  名称：

  Studies on β-lactam antibiotics. Synthesis and antibacterial activity of novel 1β-methylcarbapenems related to FR21818: 5-membered ring analogs

  摘要：

  The synthesis and biological activity of the novel series of 1 beta-methylcarbapenems 1 are described. Most compounds displayed extremely potent antibacterial activity and high renal DHP-1 stability. The best compound in this series, FR21818 (1a) displayed excellent in vivo efficacy against an MRSA infection in mice. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00230-8