5-methoxy-4-methyl-2-(4-tolyl)oxazole | 121031-27-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methoxy-4-methyl-2-(4-tolyl)oxazole
• 英文别名: 5-methoxy-4-methyl-2-(p-tolyl)oxazole；5-methoxy-4-methyl-2-p-tolyloxazole；5-Methoxy-4-methyl-2-(4-methylphenyl)-1,3-oxazole
• CAS: 121031-27-4
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: PYXNCGJSJXVWMW-UHFFFAOYSA-N

物化性质

• 沸点：
  316.8±44.0 °C(Predicted)
• 密度：
  1.085±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methoxy-4-methyl-2-(4-tolyl)oxazole 、 丙炔酸甲酯 以19%的产率得到methyl 2-methoxy-5-(4-tolyl)furan-3-carboxylate
  参考文献：
  名称：

  Iesce, M. Rosaria; Cermola, Flavio; Giordano, Federico, Journal of the Chemical Society. Perkin transactions I, 1994, # 22, p. 3295 - 3298

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 2-(p-toluoylamino)propionate 在 五氯化磷 作用下， 以82%的产率得到5-methoxy-4-methyl-2-(4-tolyl)oxazole
  参考文献：
  名称：

  Iesce, M. Rosaria; Cermola, Flavio; Giordano, Federico, Journal of the Chemical Society. Perkin transactions I, 1994, # 22, p. 3295 - 3298

  摘要：

  DOI：

文献信息

• Abnormal Diels–Alder Reaction of Oxazoles with 4-Phenyl-3<i>H</i>-1,2,4-triazole-3,5(4<i>H</i>)-dione and Diethyl Azodicarboxylate, and X-Ray Crystal Structure of an Adduct
  作者：Toshikazu Ibata、Hiroyuki Suga、Yasushi Isogami、Hatsue Tamura、Xiaolan Shi

  DOI：10.1246/bcsj.65.2998

  日期：1992.11

  The reaction of substituted oxazoles with 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione (PTAD) or diethyl azodicarboxylate gave the corresponding 1,2,4-triazoline derivatives through formal [3+2] cycloaddition accompanying ring opening of oxazoles. The molecular structure of an adduct of 5-methoxy-4-methyl-2-(p-tolyl)oxazole with PTAD was determined by means of X-ray crystallography.

  取代的恶唑与 4-苯基-3H-1,2,4-三唑-3,5(4H)-二酮 (PTAD) 或偶氮二甲酸二乙酯反应通过 [3+ 2]伴随恶唑开环的环加成。5-甲氧基-4-甲基-2-（对甲苯基）恶唑与 PTAD 的加合物的分子结构通过 X 射线晶体学确定。
• Photosensitized Oxidation of Furans; Part 18: A Simple Method for a One-Pot Synthesis of Functionalized Methyl cis-4-Oxoalk-2-enoates
  作者：M. Rosaria Iesce、Flavio Cermola、Alfonso Piazza、Rachele Scarpati、M. Liliana Graziano

  DOI：10.1055/s-1995-3922

  日期：1995.4

  Functionalized methyl cis-4-oxoalk-2-enoates 2 are synthesized in a one-pot procedure by singlet oxygen oxygenation of the corresponding 2-methoxyfurans 1 in methanol and reduction of the resulting hydroperoxides 4 and 5 by the sulfides 6 which are selectively oxidized into the sulfoxides 7. The synthetic method has a wide range of applicability and affords compounds 2 stereoselectively and in good yields; concomitantly the sulfoxides 7 are obtained in excellent yields.

  功能化的甲基顺-4-氧烯-2-酸酯2通过单氧对相应的2-甲氧基呋喃1在甲醇中的氧化，随后用硫化物6选择性还原生成的过氧化物4和5，采用一锅法合成。该合成方法具有广泛的适用性，能够立体选择性地高产量地获得化合物2；同时，亚砜7也以优异的产率获得。
• Anomalous Cycloaddition of Oxazoles with PTAD
  作者：Toshikazu Ibata、Yasushi Isogami、Hatsue Tamura

  DOI：10.1246/cl.1988.1551

  日期：1988.9.5

  The reaction of various substituted oxazoles with 4-phenyl-1,2,4-triazole-3,5-dione gave anomalous cycloadducts, N-phenyl-5-acyl-Δ3-1,2,4-triazoline-1,2-dicarboximides in high yields through oxazole ring opening. The structure of one of the adducts was determined by a single-crystal X-ray analysis.

  各种取代的噁唑与 4-苯基-1,2,4-三唑-3,5-二酮反应，通过噁唑开环，高产率地得到了异常环加合物 N-苯基-5-酰基-Δ3-1,2,4-三唑啉-1,2-二甲酰亚胺。其中一种加合物的结构是通过单晶 X 射线分析确定的。
• IBATA, TOSHIKAZU;ISOGAMI, YASUSHI;TAMURA, HATSUE, CHEM. LETT.,(1988) N 9, C. 1551-1554
  作者：IBATA, TOSHIKAZU、ISOGAMI, YASUSHI、TAMURA, HATSUE

  DOI：——

  日期：——