3-benzyloxycarbonylamino-1-phenylpyrrole | 163560-68-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-benzyloxycarbonylamino-1-phenylpyrrole
• 英文别名: benzyl N-(1-phenylpyrrol-3-yl)carbamate
• CAS: 163560-68-7
• 化学式: C₁₈H₁₆N₂O₂
• 分子量: 292.337
• InChiKey: KDAKMPHOPGOOLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 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：
  2

反应信息

• 作为反应物：
  描述：

  3-benzyloxycarbonylamino-1-phenylpyrrole 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 18.83h， 生成 (S)-5-Aminomethyl-3-(1-phenyl-1H-pyrrol-3-yl)-oxazolidin-2-one
  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：

  1-phenyl-1H-pyrrole-3-carboxylic acid 在 氯化亚砜 、 sodium azide 作用下， 以 1,2-二氯乙烷 、 丙酮 为溶剂， 反应 5.0h， 生成 3-benzyloxycarbonylamino-1-phenylpyrrole
  参考文献：
  名称：

  Fabis, Frederic; Dallemagne, Patrick; Rault, Sylvain, Organic Preparations and Procedures International, 1995, vol. 27, # 2, p. 236 - 239

  摘要：

  DOI：

文献信息

• Synthesis and in vitro antimycobacterial activity of novel 3-(1H-pyrrol-1-yl)-2-oxazolidinone analogues of PNU-100480
  作者：Gianluca Sbardella、Antonello Mai、Marino Artico、Roberta Loddo、Maria Grazia Setzu、Paolo La Colla

  DOI：10.1016/j.bmcl.2004.01.010

  日期：2004.3

  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.
• Fabis, Frederic; Dallemagne, Patrick; Rault, Sylvain, Organic Preparations and Procedures International, 1995, vol. 27, # 2, p. 236 - 239
  作者：Fabis, Frederic、Dallemagne, Patrick、Rault, Sylvain、Robba, Max

  DOI：——

  日期：——