dihydro-3-(3-methylbutylidene)furan-2(3H)-one | 3021-23-6

• 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: dihydro-3-(3-methylbutylidene)furan-2(3H)-one
• 英文别名: 2-Isopentyliden-butyrolacton；3-(3-methyl-butylidene)-dihydro-furan-2-one；3-((Ξ)-isopentylidene)-dihydro-furan-2-one；3-((Ξ)-Isopentyliden)-dihydro-furan-2-on；3-(3-methylbutylidene)oxolan-2-one
• CAS: 3021-23-6
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: BJYRLIJGTVRJME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  dihydro-3-(3-methylbutylidene)furan-2(3H)-one 在 甲醇 、 铂 作用下， 生成 二氢-3-(3-甲基丁基)呋喃-2(3H)-酮
  参考文献：
  名称：

  Substituted γ-Lactones. I. Preparation of α-Substituted γ-Butyrolactones by Condensation of γ-Butyrolactone with Aldehydes. Hydrogenation of the Condensation Products

  摘要：

  DOI：

  10.1021/jo01083a009
• 作为产物：
  描述：

  2-甲烯基丁内酯 、 4-甲基-1-戊烯 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 2,6-二氯-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以77%的产率得到dihydro-3-(3-methylbutylidene)furan-2(3H)-one
  参考文献：
  名称：

  Cross-Metathesis between α-Methylene-γ-butyrolactone and Olefins:  A Dramatic Additive Effect

  摘要：

  Olefin cross-metathesis between alpha-methylene-gamma-butyrolactone and terminal olefins is described. Moderate to excellent yields of alpha-alkylidene-gamma-butyrolactones were obtained with high E-stereoselectivity in the presence of low catalyst loading in refluxing CH2Cl2. In addition, the use of various additives was found to have a dramatic effect on the efficiency of the cross-metathesis (CM) process by circumventing the formation of the isomerized byproduct.

  DOI：

  10.1021/ol0703940

文献信息

• Novel synthesis of physovenine and physostigmine analogs
  作者：C.H. Wang、S. Alluri、G. Nikogosyan、C. DeCarlo、C. Monteiro、G. Mabagos、H.H. Feng、A.R. White、M. Bartolini、V. Andrisano、L.K. Zhang、A.K. Ganguly

  DOI：10.1016/j.tetlet.2016.06.005

  日期：2016.7

  This Letter describes a versatile synthetic approach to prepare physovenine and physostigmine analogs. A series of analogs were synthesized and evaluated for cholinesterase inhibition activities, including human acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) from human serum.

  这封信描述了一种通用的合成方法，用于制备植物蛇毒和毒扁豆碱类似物。合成了一系列类似物并评估了其对胆碱酯酶的抑制活性，包括来自人血清的人乙酰胆碱酯酶（AChE）和丁酰胆碱酯酶（BuChE）。
• Cross-Metathesis between α-Methylene-γ-butyrolactone and Olefins:  A Dramatic Additive Effect
  作者：Joëlle Moïse、Stellios Arseniyadis、Janine Cossy

  DOI：10.1021/ol0703940

  日期：2007.4.1

  Olefin cross-metathesis between alpha-methylene-gamma-butyrolactone and terminal olefins is described. Moderate to excellent yields of alpha-alkylidene-gamma-butyrolactones were obtained with high E-stereoselectivity in the presence of low catalyst loading in refluxing CH2Cl2. In addition, the use of various additives was found to have a dramatic effect on the efficiency of the cross-metathesis (CM) process by circumventing the formation of the isomerized byproduct.
• Substituted γ-Lactones. I. Preparation of α-Substituted γ-Butyrolactones by Condensation of γ-Butyrolactone with Aldehydes. Hydrogenation of the Condensation Products
  作者：HANS ZIMMER、JOHANNES ROTHE

  DOI：10.1021/jo01083a009

  日期：1959.1