18,22-Diethyl-20-oxanonacyclo[19.16.0.02,19.03,16.04,13.05,10.024,37.027,36.030,35]heptatriaconta-1(37),2,4(13),5,7,9,11,14,16,18,21,23,25,27(36),28,30,32,34-octadecaene | 1330778-83-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: 18,22-Diethyl-20-oxanonacyclo[19.16.0.02,19.03,16.04,13.05,10.024,37.027,36.030,35]heptatriaconta-1(37),2,4(13),5,7,9,11,14,16,18,21,23,25,27(36),28,30,32,34-octadecaene
• 英文别名: 18,22-diethyl-20-oxanonacyclo[19.16.0.02,19.03,16.04,13.05,10.024,37.027,36.030,35]heptatriaconta-1(37),2,4(13),5,7,9,11,14,16,18,21,23,25,27(36),28,30,32,34-octadecaene
• CAS: 1330778-83-0
• 化学式: C₄₀H₂₈O
• 分子量: 524.662
• InChiKey: BPCPLVMEGRQUBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.8
• 重原子数：
  41
• 可旋转键数：
  2
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-hydroxy-3-ethylbenzo[c]phenanthrene 在 劳森试剂 、 CuCl(OH)-TMEDA 作用下， 以 氯仿 、 甲苯 为溶剂， 生成 18,22-Diethyl-20-oxanonacyclo[19.16.0.02,19.03,16.04,13.05,10.024,37.027,36.030,35]heptatriaconta-1(37),2,4(13),5,7,9,11,14,16,18,21,23,25,27(36),28,30,32,34-octadecaene
  参考文献：
  名称：

  Novel synthesis of oxa[9]helicenes by Lawesson’s reagent-mediated cyclization of helical quinone derivatives

  摘要：

  New oxa[9]helicenes which possess one furan ring have been readily prepared by reactive helical quinone with Lawesson's reagent or phosphorus pentasulfide in good yields. The versatility of this protocol has been demonstrated with various substituted helical quinones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.033

文献信息

• Synthesis of oxa[9]helicene derivatives by cyclodehydration of 1,1′-bibenzo[c]phenanthrene-2,2′-diol using phosphorus pentoxide
  作者：Md. Sharif Hossain、Mahmuda Akter、Michinori Karikomi

  DOI：10.1016/j.tetlet.2021.152948

  日期：2021.4

  derivatives, containing eight ortho-condensed benzene rings and one furan ring. 1,1′-Bibenzo[c]phenanthrene-2,2′-diols (HEBPOLs) afforded the corresponding oxa[9]helicenes by refluxing with phosphorous pentoxide (P2O5) in o-dichlorobenzene. Enantiomerically pure oxa[9]helicenes were also synthesized with retention of the configuration and enantiopurity (>98% ee) from the corresponding enantiomerically pure

  建立了一个新的单步环化反应，用于合成含八个邻位稠合苯环和一个呋喃环的氧杂[9] hel烯衍生物。1,1'-联苯并[ c ]菲-2,2'-二醇（HEBPOLs）通过与五氧化二磷（P 2 O 5）在邻二氯苯中回流得到相应的oxa [9]螺旋烯。还从相应的对映体纯的HEBPOLs合成了对映体纯的oxa [9]螺旋烯，保留了构型和对映体纯度（> 98％ee）。