Ethyl 3a,4,5,6,7,7a-hexahydro-1,2-benzisoxazole-3-carboxylate | 40499-70-5

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: Ethyl 3a,4,5,6,7,7a-hexahydro-1,2-benzisoxazole-3-carboxylate
• 英文别名: ethyl 3a,4,5,6,7,7a-hexahydro-1,2-benzoxazole-3-carboxylate
• CAS: 40499-70-5
• 化学式: C₁₀H₁₅NO₃
• 分子量: 197.234
• InChiKey: AEFNIXMBTVAXMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  硝基乙酸乙酯 、 环己烯 在 rehydrated hydrotalcite 、 碘 作用下， 以 甲苯 为溶剂， 反应 25.0h， 以30%的产率得到Ethyl 3a,4,5,6,7,7a-hexahydro-1,2-benzisoxazole-3-carboxylate
  参考文献：
  名称：

  Solid base-catalyzed synthesis of 5-substituted 4,5-dihydroisoxazoles

  摘要：

  We present a new synthetic route for the preparation of 5-substituted 4,5-dihydroisoxazole derivatives starting from ethyl nitroacetate and alkenes in the presence of modified Mg:Al 3:1 hydrotalcite. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.07.071

文献信息

• Acid-catalyzed nitronate cycloaddition reactions. Useful syntheses and simple transformations of 3-acyl- and 3-alkenylisoxazolines
  作者：Peter A. Wade、Nayan V. Amin、Hwa Kwo Yen、David T. Price、George F. Huhn

  DOI：10.1021/jo00198a005

  日期：1984.11
• 1,3-Cycloaddition of nitrile oxides in ionic liquids. An easier route to 3-carboxy isoxazolines, potential constrained glutamic acid analogues
  作者：Dario Conti、Manuela Rodriquez、Alessandro Sega、Maurizio Taddei

  DOI：10.1016/s0040-4039(03)01195-x

  日期：2003.7

  Several improvements in the cycloaddition of carboethoxyformonitrile oxide (CEFNO) with different alkenes are observed in the ionic liquids [bmim][BF4] and [bmim][PF6]. The possibility of obtaining good yields of the corresponding isoxazolines opens the way towards parallel collections of glutamic acid (Glu) analogues. (C) 2003 Elsevier Science Ltd. All rights reserved.
• WADE, P. A.;AMIN, NAYAN, V.;YEN, HWA-KWO;PRICE, D. T.;HUHN, G. F., J. ORG. CHEM., 1984, 49, N 24, 4595-4601
  作者：WADE, P. A.、AMIN, NAYAN, V.、YEN, HWA-KWO、PRICE, D. T.、HUHN, G. F.

  DOI：——

  日期：——
• Solid base-catalyzed synthesis of 5-substituted 4,5-dihydroisoxazoles
  作者：Agnieszka Cwik、Zoltán Hell、Aliz Fuchs、Dóra Halmai

  DOI：10.1016/j.tetlet.2005.07.071

  日期：2005.9

  We present a new synthetic route for the preparation of 5-substituted 4,5-dihydroisoxazole derivatives starting from ethyl nitroacetate and alkenes in the presence of modified Mg:Al 3:1 hydrotalcite. (c) 2005 Elsevier Ltd. All rights reserved.