(1-Benzyl-3-fluoromethyl-pyrrolidin-3-ylmethyl)-carbamic acid tert-butyl ester | 213388-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1-Benzyl-3-fluoromethyl-pyrrolidin-3-ylmethyl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[[1-benzyl-3-(fluoromethyl)pyrrolidin-3-yl]methyl]carbamate
• CAS: 213388-67-1
• 化学式: C₁₈H₂₇FN₂O₂
• 分子量: 322.423
• InChiKey: YPBOLNNONKRMMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1-Benzyl-3-fluoromethyl-pyrrolidin-3-ylmethyl)-carbamic acid tert-butyl ester 在 palladium on activated charcoal 甲酸铵 作用下， 以 甲醇 为溶剂， 以100%的产率得到(3-Fluoromethyl-pyrrolidin-3-ylmethyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and structure-activity relationships of 2-pyridones: II. 8-(Fluoro-substituted pyrrolidinyl)-2-pyridones as antibacterial agents

  摘要：

  The 8-position side chain of 2-pyridones is believed to be involved in the binding with bacterial DNA gyrase to form the ternary complex, making them very important for the activity of 2-pyridones. A series of 2-pyridones having fluoro-substituted amines at the 8-position has been synthesized and their antibacterial activities and pharmacokinetic properties are reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00355-2
• 作为产物：
  描述：

  1-benzyl-3-fluoromethyl-pyrrolidine-3-carboxylic acid ethyl ester 在 锂硼氢 、 肼 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 乙醇 、 水 为溶剂， 生成 (1-Benzyl-3-fluoromethyl-pyrrolidin-3-ylmethyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and structure-activity relationships of 2-pyridones: II. 8-(Fluoro-substituted pyrrolidinyl)-2-pyridones as antibacterial agents

  摘要：

  The 8-position side chain of 2-pyridones is believed to be involved in the binding with bacterial DNA gyrase to form the ternary complex, making them very important for the activity of 2-pyridones. A series of 2-pyridones having fluoro-substituted amines at the 8-position has been synthesized and their antibacterial activities and pharmacokinetic properties are reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00355-2