4-methyl-3-phenyl-dihydro-furan-2-one | 99865-09-5

• 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: 4-methyl-3-phenyl-dihydro-furan-2-one
• 英文别名: β-Methyl-α-phenyl-butyrolacton；4-Methyl-3-phenyloxolan-2-one
• CAS: 99865-09-5
• 化学式: C₁₁H₁₂O₂
• 分子量: 176.215
• InChiKey: XYKXLJXSIKXCJY-UHFFFAOYSA-N

物化性质

• 熔点：
  93-94 °C(Solv: ligroine (8032-32-4))
• 沸点：
  327.8±31.0 °C(Predicted)
• 密度：
  1.098±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-phenyl-5-methyl-1,3-dioxane 、 二氧化碳 在 萘 、 lithium 作用下， 以 四氢呋喃 为溶剂， 反应 4.25h， 以64%的产率得到4-methyl-3-phenyl-dihydro-furan-2-one
  参考文献：
  名称：

  Diastereoselective electrophilic substitution of γ-oxy-substituted benzyllithiums

  摘要：

  Reductive lithiation of diastereoisomeric mixtures of 4-aryl-5-methyl-1,3-dioxanes occurs with epimerization at the benzylic centre. Reaction of intermediate organometals with alkyl halides or CO2 afforded 2-methyl-3-substituted-3-phenylpropan-1-ols, or the corresponding lactones, with satisfactory yields and satisfactory to high diastereoselectivities. Observed diastereoselectivities strongly depend on the substitution pattern of starting materials. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00989-9

文献信息

• An improved synthesis of a polymer-supported distannane and its application to radical formation
  作者：Jörg Junggebauer、Wilhelm P Neumann

  DOI：10.1016/s0040-4020(96)01078-2

  日期：1997.1

  A polymer-supported distannane 1 was prepared by treatment of tin halide resin with lithium naphthalenide or sodium naphthalenide in THF. The content of the polymers 1 was determined to be 0.95 to 1.13 mmol/g tin as ditin. The polymer-supported distannane reagent was successfully applied to radical cyclizations of acyclic α-haloesters to yield γ-butyrolactones.

  聚合物负载distannane 1是通过用锂萘基或萘基钠，在THF卤化锡树脂的制备。测得聚合物1的含量为二元锡为0.95-1.13mmol / g锡。聚合物负载的二锡烷试剂已成功应用于无环α-卤代酸酯的自由基环化反应，生成γ-丁内酯。
• Phenyl pyrrolidine ether tachykinin receptor antagonists
  申请人：DeVita J. Robert

  公开号：US20070043015A1

  公开（公告）日：2007-02-22

  The present invention is directed to certain phenyl pyrrolidine ether compounds which are useful as neurokinin-1 (NK-1) receptor antagonists, and inhibitors of tachykinin and in particular substance P. The invention is also concerned with pharmaceutical formulations comprising these compounds as active ingredients and the use of the compounds and their formulations in the treatment of certain disorders, including emesis, depression, and anxiety.

  本发明涉及某些苯基吡咯烷醚化合物，其作为神经激肽-1（NK-1）受体拮抗剂和快速激肽，特别是物质P的抑制剂具有用途。本发明还涉及包含这些化合物作为活性成分的制药配方以及这些化合物及其配方在治疗某些疾病，包括呕吐、抑郁和焦虑方面的应用。
• UENO YOSHIO; MORIYA OSAMU; CHINO KUNITAKE; WATANABE MASARU; OKAWARA MAKOT+, J. CHEM. SOC. PERKIN TRANS.,(1986) N 8, 1351-1356
  作者：UENO YOSHIO、 MORIYA OSAMU、 CHINO KUNITAKE、 WATANABE MASARU、 OKAWARA MAKOT+

  DOI：——

  日期：——
• US7468437B2
  申请人：——

  公开号：US7468437B2

  公开（公告）日：2008-12-23
• Diastereoselective electrophilic substitution of γ-oxy-substituted benzyllithiums
  作者：Maria A Arrica、Ugo Azzena、Luciano Pilo、Elisabetta Piras

  DOI：10.1016/s0040-4039(02)00989-9

  日期：2002.7

  Reductive lithiation of diastereoisomeric mixtures of 4-aryl-5-methyl-1,3-dioxanes occurs with epimerization at the benzylic centre. Reaction of intermediate organometals with alkyl halides or CO2 afforded 2-methyl-3-substituted-3-phenylpropan-1-ols, or the corresponding lactones, with satisfactory yields and satisfactory to high diastereoselectivities. Observed diastereoselectivities strongly depend on the substitution pattern of starting materials. (C) 2002 Elsevier Science Ltd. All rights reserved.