syncarpic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: syncarpic acid
• 英文别名: 4-Hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione；4-hydroxy-2,2,6,6-tetramethylcyclohex-4-ene-1,3-dione
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: WCTHZJJTXWJPLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  beta-pinene 、 异戊醛 、 syncarpic acid 在 4 A molecular sieve 、 potassium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 6.0h， 以28%的产率得到(1'R,2'R,4R)-4-isobutyl-6,6,8,8-tetramethyl-2,3,4,8-tetrahydrochromene-5,7-dione-2-spiro-2'-6,6-dimethyl-bicyclo[3.1.1]heptane
  参考文献：
  名称：

  Isolation, characterisation and synthesis of an insecticidal tetramethyltetrahydrochromenedione-spiro-bicyclo[3.1.1]cycloheptane from two species of Myrtaceae

  摘要：

  A new moderately insecticidal compound, named ficifolidione, has been isolated from the hexane extract of the aerial parts of two species of Myrtaceae, Eucalyptus ficifolia and Kunzea ericoides. Its structure, (1'R,2'R,4R)-4-isobutyl- 6,6,8,8-tetramethyl-2,3,4,8-tetrahydrochromene-5,7-dione-2-spiro-2'-6,6-dimethyl-bicyclo[3.1.1]heptane (1), was confirmed by synthesis from syncarpic acid, isovaleraldehyde and (I S)-beta-pinene. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/s0040-4020(03)01095-0

文献信息

• Isolation, characterisation and synthesis of an insecticidal tetramethyltetrahydrochromenedione-spiro-bicyclo[3.1.1]cycloheptane from two species of Myrtaceae
  作者：Bhupinder P.S Khambay、David G Beddie、Antony M Hooper、Monique S.J Simmonds

  DOI：10.1016/s0040-4020(03)01095-0

  日期：2003.9

  A new moderately insecticidal compound, named ficifolidione, has been isolated from the hexane extract of the aerial parts of two species of Myrtaceae, Eucalyptus ficifolia and Kunzea ericoides. Its structure, (1'R,2'R,4R)-4-isobutyl- 6,6,8,8-tetramethyl-2,3,4,8-tetrahydrochromene-5,7-dione-2-spiro-2'-6,6-dimethyl-bicyclo[3.1.1]heptane (1), was confirmed by synthesis from syncarpic acid, isovaleraldehyde and (I S)-beta-pinene. (C) 2003 Published by Elsevier Ltd.