(+/-)-methyl 3-phenyl-2-isoxazoline-5-acetate | 6501-73-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (+/-)-methyl 3-phenyl-2-isoxazoline-5-acetate
• 英文别名: methyl 3-phenyl-5-isoxazolinylacetate；(3-phenyl-4,5-dihydro-isoxazol-5-yl)-acetic acid methyl ester；(+/-)-<3-Phenyl-Δ²-isoxazolin-5-yl>-essigsaeure-methylester；Methyl2-(3-phenyl-4,5-dihydroisoxazol-5-yl)acetate；methyl 2-(3-phenyl-4,5-dihydro-1,2-oxazol-5-yl)acetate
• CAS: 6501-73-1
• 化学式: C₁₂H₁₃NO₃
• 分子量: 219.24
• InChiKey: JGOQLPJBWTUTMV-UHFFFAOYSA-N

物化性质

• 熔点：
  53-54 °C
• 沸点：
  309.2±34.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+/-)-methyl 3-phenyl-2-isoxazoline-5-acetate 在 sodium 作用下， 以 正己醇 为溶剂， 反应 0.5h， 以76%的产率得到(+/-)-5-(2-phenyl-2-oxoethyl)-3-isoxazolidinone
  参考文献：
  名称：

  A Novel Base Promoted Reaction of Methyl 2-Isoxazoline-5-acetates to 5-(2-oxoethyl)-3-isoxazolidinones

  摘要：

  The 5-(2-aryl-2-oxoethyl)-3-isoxazolidinones 3a-e were prepared from the methyl 3-aryl-2-isoxazoline-5-acetates 2a-e and sodium hexanolate in boiling hexanol in yields from 46 to 86%. The reaction conditions were optimized and a mechanism for this reaction is proposed and discussed.

  DOI：

  10.1080/00397919808004297
• 作为产物：
  描述：

  甲醇 、 3-苯基-2-异恶唑啉-5-乙酸 在 硫酸 作用下， 反应 3.0h， 以91%的产率得到(+/-)-methyl 3-phenyl-2-isoxazoline-5-acetate
  参考文献：
  名称：

  A Novel Base Promoted Reaction of Methyl 2-Isoxazoline-5-acetates to 5-(2-oxoethyl)-3-isoxazolidinones

  摘要：

  The 5-(2-aryl-2-oxoethyl)-3-isoxazolidinones 3a-e were prepared from the methyl 3-aryl-2-isoxazoline-5-acetates 2a-e and sodium hexanolate in boiling hexanol in yields from 46 to 86%. The reaction conditions were optimized and a mechanism for this reaction is proposed and discussed.

  DOI：

  10.1080/00397919808004297

文献信息

• Δ²-Isoxazolines from β,γ-unsaturated oximes
  作者：Michael D. Mosher、Laura G. Emmerich、Katherine S. Frost、Benjamin Anderson

  DOI：10.1002/jhet.5570430303

  日期：2006.5

  3,5-Disubstituted Δ2-isoxazolines can be prepared using the palladium-mediated nucleometalation / methoxycarbonylation of β,γ-unsaturated oximes. This novel route to this class of compounds is tolerant of a wide variety of functionality in the starting material, and provides a rapid route to highly functionalized isoxazolines.

  3,5-二取代的Δ 2 -isoxazolines可使用β，γ不饱和肟的钯介导nucleometalation /甲氧基羰基来制备。这种通往这类化合物的新颖途径可耐受起始材料中的多种官能团，并提供了快速途径来制备高度官能化的异恶唑啉。
• ISOXAZOLINE COMPOUNDS HAVING MIF ANTAGONIST ACTIVITY
  申请人：Cytokine Pharmasciences, Inc.

  公开号：EP1411930B1

  公开（公告）日：2013-01-16
• A Novel Base Promoted Reaction of Methyl 2-Isoxazoline-5-acetates to 5-(2-oxoethyl)-3-isoxazolidinones
  作者：Karl Eichinger、Mohammad RezaRostami、Florian Sieder

  DOI：10.1080/00397919808004297

  日期：1998.7

  The 5-(2-aryl-2-oxoethyl)-3-isoxazolidinones 3a-e were prepared from the methyl 3-aryl-2-isoxazoline-5-acetates 2a-e and sodium hexanolate in boiling hexanol in yields from 46 to 86%. The reaction conditions were optimized and a mechanism for this reaction is proposed and discussed.