Methyl 2-methoxy-4-oxo-1-(3-oxopropyl)-3-propan-2-ylcyclopent-2-ene-1-carboxylate | 956606-13-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Methyl 2-methoxy-4-oxo-1-(3-oxopropyl)-3-propan-2-ylcyclopent-2-ene-1-carboxylate
• 英文别名: methyl 2-methoxy-4-oxo-1-(3-oxopropyl)-3-propan-2-ylcyclopent-2-ene-1-carboxylate
• CAS: 956606-13-6
• 化学式: C₁₄H₂₀O₅
• 分子量: 268.31
• InChiKey: RHNMTHYBLIBHLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 2-methoxy-4-oxo-1-(3-oxopropyl)-3-propan-2-ylcyclopent-2-ene-1-carboxylate 在 三乙烯二胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 108.0h， 生成
  参考文献：
  名称：

  An Avenue to the Sordarin Core Adaptable to Analog Synthesis

  摘要：

  We describe a synthesis of ketones 3 (X = O-R or CN; Y = H or alkyl), which are useful building blocks for the preparation of analogs of the potent antifungal agent sordarin, 1. Congeners of 1 constructed from 3 should permit detailed SAR investigations of the terpenoid core of the natural product.

  DOI：

  10.1021/ol701547r
• 作为产物：
  描述：

  、 丙烯醛 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 4.5h， 以95%的产率得到Methyl 2-methoxy-4-oxo-1-(3-oxopropyl)-3-propan-2-ylcyclopent-2-ene-1-carboxylate
  参考文献：
  名称：

  An Avenue to the Sordarin Core Adaptable to Analog Synthesis

  摘要：

  We describe a synthesis of ketones 3 (X = O-R or CN; Y = H or alkyl), which are useful building blocks for the preparation of analogs of the potent antifungal agent sordarin, 1. Congeners of 1 constructed from 3 should permit detailed SAR investigations of the terpenoid core of the natural product.

  DOI：

  10.1021/ol701547r

文献信息

• Synthetic Studies toward Sordarin: Building Blocks for the Terpenoid Core and for Analogues Thereof
  作者：Arnaud Schulé、Huan Liang、Jean-Pierre Vors、Marco A. Ciufolini

  DOI：10.1021/jo801911s

  日期：2009.2.20

  bi- and tricyclic building blocks for the elaboration of sordaricin and its analogues are described. The target molecules were obtained through inter- and intramolecular Diels−Alder reactions of a number of previously unknown cyclopentadienes. Unusual properties of 3-cyanoenones and 1-cyanocyclopentadienes have been unveiled and circumvented.

  描述了用于制造索达霉素及其类似物的双环和三环结构单元的途径。目标分子是通过许多先前未知的环戊二烯的分子间和分子内Diels-Alder反应获得的。3-氰基烯酮和1-氰基环戊二烯的不寻常特性已经被揭开并被规避。
• An Avenue to the Sordarin Core Adaptable to Analog Synthesis
  作者：Huan Liang、Arnaud Schulé、Jean-Pierre Vors、Marco A. Ciufolini

  DOI：10.1021/ol701547r

  日期：2007.10.1

  We describe a synthesis of ketones 3 (X = O-R or CN; Y = H or alkyl), which are useful building blocks for the preparation of analogs of the potent antifungal agent sordarin, 1. Congeners of 1 constructed from 3 should permit detailed SAR investigations of the terpenoid core of the natural product.