3-(3-phenylpropyl)tetrahydrofuran-2,4-dione | 91910-34-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 3-(3-phenylpropyl)tetrahydrofuran-2,4-dione
• 英文别名: 4-hydroxy-2-(3-phenyl-propyl)-acetoacetic acid-lactone；4-Hydroxy-2-(3-phenyl-propyl)-acetessigsaeure-lacton；3-(3-phenylpropyl)oxolane-2,4-dione
• CAS: 91910-34-8
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: HXKDFICJNXHBAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-acetyl-5-phenyl-pentanoic acid ethyl ester 在 氯仿 、 溴 作用下， 生成 3-(3-phenylpropyl)tetrahydrofuran-2,4-dione
  参考文献：
  名称：

  [四元酸衍生物。二。3-取代的反式酸[]。

  摘要：

  DOI：

  10.1002/ardp.19582910407

文献信息

• Heterocyclic analogs of prostaglandines: IV. Synthesis of 3,7-interphenylene 3,10(11)-dioxa-13-azaprostanoids and 9-oxa-7-azaprostanoids based on tetronic acid and aromatic aldehydes
  作者：F. S. Pashkovskii、E. M. Shchukina、M. G. Gribovskii、F. A. Lakhvich

  DOI：10.1134/s1070428008050047

  日期：2008.5

  An approach was developed to the synthesis of stable in metabolism 3,7-interphenylene 3,10-dioxa-13-aza-and 3,11-dioxa-13-azaprostanoids, and also 9-oxa-7-azaprostanoids with interphenylene and terminal phenyl fragments in the omega-chain based on 3-(alkoxybenzylidene)-and 3-(3-phenylallylidene)tetrahydrofuran-2,4-diones obtained by Knoevenagel condensation of tetronic acid with alkoxy-substituted aromatic aldehydes and cinnamic aldehyde.
• Chemoselective reduction of 3-arylmethylidenetetrahydrofuran-2,4-diones with triethylsilane and sodium cyanotrihydridoborate in acid media
  作者：F. S. Pashkovskii、E. M. Shchukina、F. A. Lakhvich

  DOI：10.1134/s1070428009060098

  日期：2009.6

  3-Arylmethylidenetetrahydrofuran-2,4-diones were smoothly reduced to the corresponding 3-benzyl derivatives in 50-98% yield with triethylsilane in trifluoroacetic acid or with sodium cyanotrihydridoborate in the system tetrahydrofuran-2 N hydrochloric acid. The reduction of 3-(3-arylprop-2-en-1-ylidene)-tetrahydrofuran-2,4-diones with sodium cyanotrihydridoborate gave 3-cinnamyltetrahydrofuran-2,4-diones as the only products.