6,8-dihydroxy-9H-benzo [e]pyrrolo[2,1-b][1,3]oxazin-9-one | 288839-59-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 6,8-dihydroxy-9H-benzo [e]pyrrolo[2,1-b][1,3]oxazin-9-one
• 英文别名: 9H-Pyrrolo[2,1-B][1,3]benzoxazin-9-one, 6,8-dihydroxy-；6,8-dihydroxypyrrolo[2,1-b][1,3]benzoxazin-9-one
• CAS: 288839-59-8
• 化学式: C₁₁H₇NO₄
• 分子量: 217.181
• InChiKey: SEQZFUWODUNSSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,8-dihydroxy-9H-benzo [e]pyrrolo[2,1-b][1,3]oxazin-9-one 在 四(三苯基膦)钯 三正丁基氢锡 、 caesium carbonate 、 zinc(II) chloride 作用下， 以 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 生成 7-allyl-6,8-dihydroxy-9H-benzo [e]pyrrolo[2,1-b][1,3]oxazin-9-one
  参考文献：
  名称：

  Synthesis of the novel antibacterial 6,8-dihydroxy-7-propyl-9H-pyrrolo[1,2-b][1,3]-benzoxazin-9-one

  摘要：

  The total synthesis of 6,8-dihydroxy-7-propyl-9H-pyrrolo[ 1,2-b][1,3]benzoxazin-9-one, a novel antibacterial agent, is described. The key step in the synthesis is achieved via an oxidative cyclization of a phenol to the 2-position of a pyrrole using stoichiometric Pd(OAc)(2). This provides a straightforward approach to the tricyclic structure of this prevously unreported template and future derivatives. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00590-6
• 作为产物：
  描述：

  吡咯-1-羰基吡咯-1-羧酸酯 在 盐酸 、 palladium diacetate 、 正丁基锂 、 lithium chloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.0h， 生成 6,8-dihydroxy-9H-benzo [e]pyrrolo[2,1-b][1,3]oxazin-9-one
  参考文献：
  名称：

  Synthesis of the novel antibacterial 6,8-dihydroxy-7-propyl-9H-pyrrolo[1,2-b][1,3]-benzoxazin-9-one

  摘要：

  The total synthesis of 6,8-dihydroxy-7-propyl-9H-pyrrolo[ 1,2-b][1,3]benzoxazin-9-one, a novel antibacterial agent, is described. The key step in the synthesis is achieved via an oxidative cyclization of a phenol to the 2-position of a pyrrole using stoichiometric Pd(OAc)(2). This provides a straightforward approach to the tricyclic structure of this prevously unreported template and future derivatives. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00590-6

文献信息

• Synthesis of the novel antibacterial 6,8-dihydroxy-7-propyl-9H-pyrrolo[1,2-b][1,3]-benzoxazin-9-one
  作者：Liren Huang、Edmund L Ellsworth、Sab Randhawa、Michael A Stier、Yanting Huang、Paul Bird、Mikhail Lebedev、Kun Wu、Ron G Micetich、John M Domagala、Rajeshwar Singh、Norm L Colbry

  DOI：10.1016/s0040-4039(00)00590-6

  日期：2000.5

  The total synthesis of 6,8-dihydroxy-7-propyl-9H-pyrrolo[ 1,2-b][1,3]benzoxazin-9-one, a novel antibacterial agent, is described. The key step in the synthesis is achieved via an oxidative cyclization of a phenol to the 2-position of a pyrrole using stoichiometric Pd(OAc)(2). This provides a straightforward approach to the tricyclic structure of this prevously unreported template and future derivatives. (C) 2000 Elsevier Science Ltd. All rights reserved.