methyl 3-<2-<<(1,1-dimethylethyl)dimethylsilyl>-oxy>-3-benzoyloxypropyl>-4,5-dihydroisoxazole-5-carboxylate | 158753-07-2

• 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: methyl 3-<2-<<(1,1-dimethylethyl)dimethylsilyl>-oxy>-3-benzoyloxypropyl>-4,5-dihydroisoxazole-5-carboxylate
• 英文别名: Methyl 3-[3-benzoyloxy-2-[tert-butyl(dimethyl)silyl]oxypropyl]-4,5-dihydro-1,2-oxazole-5-carboxylate
• CAS: 158753-07-2
• 化学式: C₂₁H₃₁NO₆Si
• 分子量: 421.566
• InChiKey: PCJLFOJTFHKXLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  83.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 3-<2-<<(1,1-dimethylethyl)dimethylsilyl>-oxy>-3-benzoyloxypropyl>-4,5-dihydroisoxazole-5-carboxylate 在 W₂ Ni-Raney 水 、 氢气 、 溶剂黄146 、 甲基磺酰氯 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 5.5h， 生成 methyl 7-benzoyloxy-6-(1,1-dimethylethyl)dimethylsilyloxy-4-oxo-2-heptenoate
  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：

  methyl 3-<(2,3-O-isopropylidene)-2,3-dihydroxyprop-1-yl>-4,5-dihydroisoxazole-5-carboxylate 在 吡啶 、 2,6-二甲基吡啶 、 4-二甲氨基吡啶 、 对甲苯磺酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 25.5h， 生成 methyl 3-<2-<<(1,1-dimethylethyl)dimethylsilyl>-oxy>-3-benzoyloxypropyl>-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.