xanthen-9-yl-acetic acid ethyl ester | 218281-09-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: xanthen-9-yl-acetic acid ethyl ester
• 英文别名: Xanthen-9-yl-essigsaeure-aethylester；Ethyl (9H-xanthen-9-yl)acetate；ethyl 2-(9H-xanthen-9-yl)acetate
• CAS: 218281-09-5
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: SJFDWQOIOVCUPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  xanthen-9-yl-acetic acid ethyl ester 在 正丁基锂 、 双(三甲基硅烷基)氨基钾 作用下， 反应 0.75h， 生成 (E)-1-(9H-xanthen-9-yl)pent-3-en-2-one
  参考文献：
  名称：

  2,3′-disubstituted-2-(2′-carboxycyclopropyl)glycines as potent and selective antagonists of metabotropic glutamate receptors

  摘要：

  2-(9-Xanthylmethyl)-2-(2' -carboxycyclopropyl) glycine 6e is a novel metabotropic glutamate receptor antagonist. A series of alpha, C-3' disubstituted (carboxycyclopropyl)glycines 6f-n were prepared. Antagonist activity was observed for all these compounds at group 2 and group 3 mGluRs. Although they were slightly less active on group 2 mGluRs than non C-3' substituted 6e, the compounds 6f-n were more selective with lesser or no activity on group I mGluR subtypes (IC50 values greater than 100 mu m). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00510-1
• 作为产物：
  描述：

  乙醇 、 alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 xanthen-9-yl-acetic acid ethyl ester
  参考文献：
  名称：

  Ziegler, Justus Liebigs Annalen der Chemie, 1923, vol. 434, p. 60

  摘要：

  DOI：

文献信息

• Double Heck reaction of bridged o , o ′-dibromobiaryls with ethyl acrylate
  作者：Mahavir Prashad、Yugang Liu、Xiao Yin Mak、Denis Har、Oljan Repič、Thomas J. Blacklock

  DOI：10.1016/s0040-4039(02)02090-7

  日期：2002.11

  An inter- followed by an intramolecular double Heck reaction of bridged o,o′-dibromobiaryls with ethyl acrylate is described. The nature of the bridging atom/group determined the outcome of the reaction. This double Heck reaction strategy afforded a safe and convenient synthesis of 9-(ethoxycarbonylmethylene)-9H-xanthene and a novel route to 9 and/or 10-substituted anthracene derivatives.

  一个跨接着桥接的分子内双Heck反应ø，ö '-dibromobiaryls与丙烯酸乙酯进行说明。桥连原子/基团的性质决定了反应的结果。该双重Heck反应策略提供了9-（乙氧基羰基亚甲基）-9H - x吨的安全和方便的合成，以及提供了9和/或10-取代的蒽衍生物的新途径。
• Biosynthesis of Penicillins. VI. N-2-Hydroxyethylamides of Some Polycyclic and Heterocyclic Acetic Acids as Precursors¹
  作者：Reuben G. Jones、Quentin F. Soper、Otto K. Behrens、Joseph W. Corse

  DOI：10.1021/ja01189a002

  日期：1948.9
• Ziegler, Justus Liebigs Annalen der Chemie, 1923, vol. 434, p. 60
  作者：Ziegler

  DOI：——

  日期：——
• 2,3′-disubstituted-2-(2′-carboxycyclopropyl)glycines as potent and selective antagonists of metabotropic glutamate receptors
  作者：Iván Collado、Jesús Ezquerra、Angel Mazón、Concepción Pedregal、Belén Yruretagoyena、Anne E. Kingston、Rosemary Tomlinson、Rebecca A. Wright、Bryan G. Johnson、Darryle D. Schoepp

  DOI：10.1016/s0960-894x(98)00510-1

  日期：1998.10

  2-(9-Xanthylmethyl)-2-(2' -carboxycyclopropyl) glycine 6e is a novel metabotropic glutamate receptor antagonist. A series of alpha, C-3' disubstituted (carboxycyclopropyl)glycines 6f-n were prepared. Antagonist activity was observed for all these compounds at group 2 and group 3 mGluRs. Although they were slightly less active on group 2 mGluRs than non C-3' substituted 6e, the compounds 6f-n were more selective with lesser or no activity on group I mGluR subtypes (IC50 values greater than 100 mu m). (C) 1998 Elsevier Science Ltd. All rights reserved.