[1-(3-Fluoro-phenyl)-1H-pyrrol-3-yl]-carbamic acid benzyl ester | 691862-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: [1-(3-Fluoro-phenyl)-1H-pyrrol-3-yl]-carbamic acid benzyl ester
• 英文别名: benzyl N-[1-(3-fluorophenyl)pyrrol-3-yl]carbamate
• CAS: 691862-84-7
• 化学式: C₁₈H₁₅FN₂O₂
• 分子量: 310.328
• InChiKey: KJVLSIPIORHJOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  43.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [1-(3-Fluoro-phenyl)-1H-pyrrol-3-yl]-carbamic acid benzyl ester 在 palladium on activated charcoal 正丁基锂 、 sodium azide 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， -78.0~65.0 ℃ 、379.21 kPa 条件下， 反应 19.0h， 生成 N-{(S)-3-[1-(3-Fluoro-phenyl)-1H-pyrrol-3-yl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide
  参考文献：
  名称：

  Synthesis and in vitro antimycobacterial activity of novel 3-(1H-pyrrol-1-yl)-2-oxazolidinone analogues of PNU-100480

  摘要：

  Pursuing our search program for new antitubercular drugs we decided to explore the potentiality of oxazolidinone moiety by synthesizing novel 3-(1H-pyrrol-1-yl)-2-oxazolidinone analogues of PNU-100480. The new derivatives were tested against atypical mycobacteria as well as against drug resistant Mycobacterium tuberculosis and some of them exhibited a fairly good activity against Mycobacterium avium complex (MAC). (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.01.010
• 作为产物：
  描述：

  3-氟苯胺 在 sodium hydroxide 、 二苯基膦叠氮化物 、 silver nitrate 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 、 苯 为溶剂， 反应 12.25h， 生成 [1-(3-Fluoro-phenyl)-1H-pyrrol-3-yl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Synthesis and in vitro antimycobacterial activity of novel 3-(1H-pyrrol-1-yl)-2-oxazolidinone analogues of PNU-100480

  摘要：

  Pursuing our search program for new antitubercular drugs we decided to explore the potentiality of oxazolidinone moiety by synthesizing novel 3-(1H-pyrrol-1-yl)-2-oxazolidinone analogues of PNU-100480. The new derivatives were tested against atypical mycobacteria as well as against drug resistant Mycobacterium tuberculosis and some of them exhibited a fairly good activity against Mycobacterium avium complex (MAC). (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2004.01.010