4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-5-(phenylethyl)-3-methylisoxazole | 93599-40-7

• 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: 4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-5-(phenylethyl)-3-methylisoxazole
• 英文别名: 4-(4,4-dimethyl-5H-1,3-oxazol-2-yl)-3-methyl-5-(2-phenylethyl)-1,2-oxazole
• CAS: 93599-40-7
• 化学式: C₁₇H₂₀N₂O₂
• 分子量: 284.358
• InChiKey: OEHJWEYRBIMACF-UHFFFAOYSA-N

物化性质

• 沸点：
  148 °C(Press: 0.25 Torr)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-5-(phenylethyl)-3-methylisoxazole 在 盐酸 、 ammonium hydroxide 、 sodium tetrahydroborate 、 三氟甲烷磺酸甲酯 作用下， 以 乙醇 为溶剂， 反应 48.0h， 生成 2,6-dimethyl-4-(3-methyl-5-phenethyl-isoxazol-4-yl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Lipophilic 4-Isoxazolyl-1,4-dihydropyridines:  Synthesis and Structure−Activity Relationships

  摘要：

  A series of 4-isoxazolyl-1,4-dihydropyridines bearing lipophilic side chains at the C-5 position of the isoxazole ring have been prepared. The calcium channel antagonistic activity of these compounds has been evaluated. A hypothetical model for binding of these compounds in the calcium channel. is proposed, and the validity of this model is evaluated based on the. SAR of this series of calcium binding, especially for the two most active derivatives, 1a,g. The solid-state structure for the most active compound, 1a, has also been determined, and its important features are reported.

  DOI：

  10.1021/jm980439q
• 作为产物：
  描述：

  3,5-二甲基异噁唑-4-甲酰氯 在 正丁基锂 、 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 2.0h， 生成 4-(4',5'-dihydro-4',4'-dimethyl-Δ²-oxazolin-2-yl)-5-(phenylethyl)-3-methylisoxazole
  参考文献：
  名称：

  Metalation of isoxazolyloxazolines, a facile route to functionally complex isoxazoles: utility, scope, and comparison to dianion methodology

  摘要：

  DOI：

  10.1021/jo00350a047

文献信息

• A facile synthesis of functionally complex isoxazole derivatives
  作者：N.R. Natale、Chorng-Shyr Niou

  DOI：10.1016/0040-4039(84)80036-2

  日期：——

  takes place initially and selectively on the C-5′-alkyl group. Subsequent metalation also proceeds at this position. Selective deprotection of the oxazoline was accomplished without disturbing the isoxazole ring.

  2（4'-异恶唑基）的金属化-Δ 2 -oxazolines发生起初有选择地在C-5'-烷基。随后的金属化也在该位置进行。在不干扰异恶唑环的情况下完成了对恶唑啉的选择性脱保护。
• NATALE, N. R.;MCKENNA, J. I.;NIOU, CHORNG-SHYR;BORTH, M.;HOPE, H., J. ORG. CHEM., 1985, 50, N 26, 5660-5666
  作者：NATALE, N. R.、MCKENNA, J. I.、NIOU, CHORNG-SHYR、BORTH, M.、HOPE, H.

  DOI：——

  日期：——
• NATALE, N. R.;NIOU, CHORNG-SHYR, TETRAHEDRON LETT., 1984, 25, N 36, 3943-3946
  作者：NATALE, N. R.、NIOU, CHORNG-SHYR

  DOI：——

  日期：——
• Lipophilic 4-Isoxazolyl-1,4-dihydropyridines:  Synthesis and Structure−Activity Relationships
  作者：Nicholas R. Natale、Mark E. Rogers、Richard Staples、David J. Triggle、Aleta Rutledge

  DOI：10.1021/jm980439q

  日期：1999.8.1

  A series of 4-isoxazolyl-1,4-dihydropyridines bearing lipophilic side chains at the C-5 position of the isoxazole ring have been prepared. The calcium channel antagonistic activity of these compounds has been evaluated. A hypothetical model for binding of these compounds in the calcium channel. is proposed, and the validity of this model is evaluated based on the. SAR of this series of calcium binding, especially for the two most active derivatives, 1a,g. The solid-state structure for the most active compound, 1a, has also been determined, and its important features are reported.
• Metalation of isoxazolyloxazolines, a facile route to functionally complex isoxazoles: utility, scope, and comparison to dianion methodology
  作者：Nicholas R. Natale、John I. McKenna、Chorng Shyr Niou、Mark Borth、Hakon Hope

  DOI：10.1021/jo00350a047

  日期：1985.12