5-Chloro Armeniaspirole A | 1402208-88-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 5-Chloro Armeniaspirole A
• 英文别名: (2R)-3',4',5-trichloro-7-hexyl-6-hydroxy-1'-methylspiro[1-benzofuran-2,5'-pyrrole]-2',3-dione
• CAS: 1402208-88-1
• 化学式: C₁₈H₁₈Cl₃NO₄
• 分子量: 418.704
• InChiKey: KZMWNWHPQYHFGI-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2R)-3’,4’-dichloro-7-hexyl-6-hydroxy-1'-methyl-spiro[benzofuran-2(3H),2’-[2H]pyrrole]-3,5’-(1’H)-dione 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以72%的产率得到5-Chloro Armeniaspirole A
  参考文献：
  名称：

  Armeniaspiroles, a new class of antibacterials: antibacterial activities and total synthesis of 5-chloro-Armeniaspirole A

  摘要：

  Armeniaspiroles, a novel class of natural products isolated from Streptomyces armeniacus, are characterized by a novel spiro[4.4]non-8-ene scaffold. Various derivatives of Armeniaspiroles could be obtained by halogenation, alkylation, addition/elimination or reductions. A total synthesis of the 5-chloro analog of Armeniaspirole A has been accomplished in a linear six-step sequence. 5-Chloro-Armeniaspirole A exhibits good activity against a range of multidrug-resistant, Gram-positive bacterial pathogens. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.107

文献信息

• Armeniaspiroles, a new class of antibacterials: antibacterial activities and total synthesis of 5-chloro-Armeniaspirole A
  作者：Cédric Couturier、Armin Bauer、Astrid Rey、Cosima Schroif-Dufour、Mark Broenstrup

  DOI：10.1016/j.bmcl.2012.06.107

  日期：2012.10

  Armeniaspiroles, a novel class of natural products isolated from Streptomyces armeniacus, are characterized by a novel spiro[4.4]non-8-ene scaffold. Various derivatives of Armeniaspiroles could be obtained by halogenation, alkylation, addition/elimination or reductions. A total synthesis of the 5-chloro analog of Armeniaspirole A has been accomplished in a linear six-step sequence. 5-Chloro-Armeniaspirole A exhibits good activity against a range of multidrug-resistant, Gram-positive bacterial pathogens. (C) 2012 Elsevier Ltd. All rights reserved.