methyl 3-<(2,3-O-isopropylidene)-2,3-dihydroxyprop-1-yl>-4,5-dihydroisoxazole-5-carboxylate | 158753-03-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3-<(2,3-O-isopropylidene)-2,3-dihydroxyprop-1-yl>-4,5-dihydroisoxazole-5-carboxylate
• 英文别名: Methyl 3-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]-4,5-dihydro-1,2-oxazole-5-carboxylate
• CAS: 158753-03-8
• 化学式: C₁₁H₁₇NO₅
• 分子量: 243.26
• InChiKey: IPUBGTXOJOMBKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  66.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 3-<(2,3-O-isopropylidene)-2,3-dihydroxyprop-1-yl>-4,5-dihydroisoxazole-5-carboxylate 在 镍 氢气 、 对甲苯磺酸 、 甲基磺酰氯 、 三乙胺 作用下， 以 甲醇 、 水 、 溶剂黄146 为溶剂， 生成 methyl 3-(2-furyl)acrylate
  参考文献：
  名称：

  Synthesis of melodienone and 7-hydroxy-6-hydromelodienone, two heptenes from Melodorum fruticosum.

  摘要：

  An unified approach to the construction of the seven carbon atom framework of the title compounds having a gamma-oxoacrylate moiety as common structural feature, utilizing an intermolecular [3+2] cycloaddition of the nitrile oxide generated from a malic acid derived C-4 aldehyde fragment with methyl acrylate, is described.

  DOI：

  10.1016/s0040-4020(01)89589-2
• 作为产物：
  描述：

  2-(2,2-dimethyl-1,3-dioxolan-4-yl)acetaldehyde 在 吡啶 、 N-氯代丁二酰亚胺 、 盐酸羟胺 、 碳酸氢钠 、 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 0.83h， 生成 methyl 3-<(2,3-O-isopropylidene)-2,3-dihydroxyprop-1-yl>-4,5-dihydroisoxazole-5-carboxylate
  参考文献：
  名称：

  Synthesis of melodienone and 7-hydroxy-6-hydromelodienone, two heptenes from Melodorum fruticosum.

  摘要：

  An unified approach to the construction of the seven carbon atom framework of the title compounds having a gamma-oxoacrylate moiety as common structural feature, utilizing an intermolecular [3+2] cycloaddition of the nitrile oxide generated from a malic acid derived C-4 aldehyde fragment with methyl acrylate, is described.

  DOI：

  10.1016/s0040-4020(01)89589-2

文献信息

• Synthesis of melodienone and 7-hydroxy-6-hydromelodienone, two heptenes from Melodorum fruticosum.
  作者：Achille Barco、Simonetta Benetti、Carmela De Risi、Gian P. Pollini、Romeo Romagnoli、Vinicio Zanirato

  DOI：10.1016/s0040-4020(01)89589-2

  日期：1994.1

  An unified approach to the construction of the seven carbon atom framework of the title compounds having a gamma-oxoacrylate moiety as common structural feature, utilizing an intermolecular [3+2] cycloaddition of the nitrile oxide generated from a malic acid derived C-4 aldehyde fragment with methyl acrylate, is described.