1-(3-乙基-4,5-二氢-1,2-恶唑-5-基)乙酮 | 72128-81-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: 1-(3-乙基-4,5-二氢-1,2-恶唑-5-基)乙酮
• 英文名称: 1-(3-ethyl-4,5-dihydro-5-isoxazolyl)-1-ethanone
• 英文别名: 5-acetyl-3-ethyl-4,5-dihydroisoxazole；5-acetyl-3-ethyl-2-isoxazoline；1-(3-ethyl-4,5-dihydro-isoxazol-5-yl)-ethanone；3-Ethyl-5-acetyl-2-isoxazolin；1-(3-Ethyl-4,5-dihydro-1,2-oxazol-5-yl)ethan-1-one；1-(3-ethyl-4,5-dihydro-1,2-oxazol-5-yl)ethanone
• CAS: 72128-81-5
• 化学式: C₇H₁₁NO₂
• 分子量: 141.17
• InChiKey: DLANIMXIMYMWLH-UHFFFAOYSA-N

物化性质

• 沸点：
  55-56 °C(Press: 0.078 Torr)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-乙基-4,5-二氢-1,2-恶唑-5-基)乙酮 在 acid Ti⁽³⁺⁾ 、 乙酸酐 作用下， 以 甲醇 为溶剂， 反应 144.0h， 生成 (E)-hept-3-ene-2,5-dione
  参考文献：
  名称：

  Andersen, Soeren H.; Das, Nalin B.; Joergensen, Ruth D., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1982, vol. 36, # 1, p. 1 - 14

  摘要：

  DOI：
• 作为产物：
  描述：

  丁烯酮 、 硝基丙烷 生成 1-(3-乙基-4,5-二氢-1,2-恶唑-5-基)乙酮
  参考文献：
  名称：

  Sharma,S.C.; Torssell,K., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1979, vol. 33, # 5, p. 379 - 383

  摘要：

  DOI：

文献信息

• A short synthesis of γ-hydroxycyclopentemones
  作者：Dennis P. Curran

  DOI：10.1016/s0040-4039(00)86008-6

  日期：1983.1
• Nucleophilic additions to and reductiosn of 5-formyl-and 5-acyl-2-isoxazolines (4,5-dihydeoisoxazoles): a stereoselective route to β,γ-dihydroxy ketones
  作者：Dennis P. Curran、Jaincun Zhang

  DOI：10.1039/p19910002613

  日期：——

  Reductions of readily available 5-acyl-2-isoxazolines with L-Selectride follow the Felkin-Anh model and produce syn-5-hydroxyalkyl-2-isoxazolines with excellent (> 95:5) selectivities. Swern oxidation of 5-hydroxymethyl-2-isoxazolines, followed by direct addition of a Grignard reagent to the intermediate 5-formyl-2-isoxazolines, also follows the Felkin-Anh model and produces anti-5-hydroxyalkyl-2-isoxazolines with modest (80:20) to excellent (> 95:5) selectivity. In contrast, additions of Grignard reagents to 5-acyl-2-isoxazolines follow the chelation model, and give syn or anti products (depending on choice of acyl substituent and Grignard reagent) with good (90:10) to excellent selectivity. These selectivities are almost always far superior to those that can be obtained by direct nitrile oxide cycloaddition to a chiral allylic alcohol or ether. The resulting products are readily reduced to syn- or anti-beta,gamma-dihydroxy ketones. A speculative model to explain this surprising reversal in selectivity between formyl and acyl isoxazolines is proposed.
• Sharma,S.C.; Torssell,K., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1979, vol. 33, # 5, p. 379 - 383
  作者：Sharma,S.C.、Torssell,K.

  DOI：——

  日期：——
• CURRAN D. P., TETRAHEDRON LETT., 1983, 24, NO 33, 3443-3446
  作者：CURRAN D. P.

  DOI：——

  日期：——
• Andersen, Soeren H.; Das, Nalin B.; Joergensen, Ruth D., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1982, vol. 36, # 1, p. 1 - 14
  作者：Andersen, Soeren H.、Das, Nalin B.、Joergensen, Ruth D.、Kjeldsen, Gunhild、Knudsen, Jes S.、et al.

  DOI：——

  日期：——