(Z)-6-methoxy-4-methyl-6-oxohex-4-enoic acid | 38004-67-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-6-methoxy-4-methyl-6-oxohex-4-enoic acid
• CAS: 38004-67-0
• 化学式: C₈H₁₂O₄
• 分子量: 172.181
• InChiKey: RAINULREJUIOIW-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.97
• 重原子数：
  12.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-6-methoxy-4-methyl-6-oxohex-4-enoic acid 、 (Z)-6-methoxy-4-methyl-6-oxohex-4-enoic acid 、 二异丁基氢化铝 以76%的产率得到
  参考文献：
  名称：

  PINHEIRO, SERGIO;CASTRO, ROSANE N.;FERNANDES, MARIA F. G.;COSTA, PAULO R.+, SYNTH. COMMUN., 21,(1991) N, C. 703-712

  摘要：

  DOI：
• 作为产物：
  描述：

  (2-methyl-5-oxo-2,5-dihydrofuran-2-yl)acetic acid methyl ester 在 sodium tetrahydroborate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 nickel dichloride 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 28.5h， 生成 (Z)-6-methoxy-4-methyl-6-oxohex-4-enoic acid
  参考文献：
  名称：

  Piperonal as Starting Material for the Regiospecific and Stereoselective Synthesis ofEandZIsomers of 3-Methyl-2-hexenedioic acid-1-methyl ester

  摘要：

  A short synthesis of gamma-lactone 5 was developed starting from the easily available piperonal 1. The key step in this approach was an ozonation of the aromatic ring of 2. Compound 5 led stereoselectively to 6 or 7 by a beta-elimination reaction under thermo-dynamic or kinetic conditions.

  DOI：

  10.1080/00397919108020839

文献信息

• PINHEIRO, SERGIO;CASTRO, ROSANE N.;FERNANDES, MARIA F. G.;COSTA, PAULO R.+, SYNTH. COMMUN., 21,(1991) N, C. 703-712
  作者：PINHEIRO, SERGIO、CASTRO, ROSANE N.、FERNANDES, MARIA F. G.、COSTA, PAULO R.+

  DOI：——

  日期：——
• Piperonal as Starting Material for the Regiospecific and Stereoselective Synthesis of<u>E</u>and<u>Z</u>Isomers of 3-Methyl-2-hexenedioic acid-1-methyl ester
  作者：Sergio Pinheiro、Rosane N. Castro、Maria F. G. Fernandes、Paulo R. R. Costa

  DOI：10.1080/00397919108020839

  日期：1991.3

  A short synthesis of gamma-lactone 5 was developed starting from the easily available piperonal 1. The key step in this approach was an ozonation of the aromatic ring of 2. Compound 5 led stereoselectively to 6 or 7 by a beta-elimination reaction under thermo-dynamic or kinetic conditions.