Diethyl cyclohex-1-enylsuccinate | 71932-44-0

• 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: Diethyl cyclohex-1-enylsuccinate
• 英文别名: Diethyl 2-(cyclohexen-1-yl)butanedioate
• CAS: 71932-44-0
• 化学式: C₁₄H₂₂O₄
• 分子量: 254.326
• InChiKey: XHGWNQXGRTUHNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Diethyl cyclohex-1-enylsuccinate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以693 mg的产率得到2-cyclohexenylbutane-1,4-diol
  参考文献：
  名称：

  Domino Strategy for the Stereoselective Construction of Angularly Fused Tricyclic Ethers

  摘要：

  A stereoselective synthesis of decahydrofuro [3,2-d]-isochromene derivatives has been achieved by the condensation of cyclohexenylbutane-1,4-diol with aldehydes in the presence of a stochiometric amount of BF3 center dot OEt2 in dichloromethane at -78 degrees C. Similarly, the condensation of 2-cyclopentenylbutan-1,4-diol with aldehydes provides the corresponding octahydro-2H-cyclopenta[c]furo-[2,3-d]pyran derivatives in good yields with high diastereoseleetivity. It is an,elegant strategy for the quick construction of tricyclic architectures with four contiguous stereogenic centers in a single step. These tricyclic frameworks are the integral part of numerous natural products.

  DOI：

  10.1021/acs.joc.5b02241
• 作为产物：
  描述：

  环己酮 在 乙醇 、 sodium hydride 、 硫酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 25.33h， 生成 Diethyl cyclohex-1-enylsuccinate
  参考文献：
  名称：

  Domino Strategy for the Stereoselective Construction of Angularly Fused Tricyclic Ethers

  摘要：

  A stereoselective synthesis of decahydrofuro [3,2-d]-isochromene derivatives has been achieved by the condensation of cyclohexenylbutane-1,4-diol with aldehydes in the presence of a stochiometric amount of BF3 center dot OEt2 in dichloromethane at -78 degrees C. Similarly, the condensation of 2-cyclopentenylbutan-1,4-diol with aldehydes provides the corresponding octahydro-2H-cyclopenta[c]furo-[2,3-d]pyran derivatives in good yields with high diastereoseleetivity. It is an,elegant strategy for the quick construction of tricyclic architectures with four contiguous stereogenic centers in a single step. These tricyclic frameworks are the integral part of numerous natural products.

  DOI：

  10.1021/acs.joc.5b02241

文献信息

• Synthesis and Photochromic Properties of Cycloalkylidene Fulgides
  作者：Teck-Peng Loh、Wei-Woon Wayne Lee、Leong-Ming Gan

  DOI：10.1055/s-2005-917082

  日期：——

  A series of cycloalkylidene fulgides have been synthesized using β,γ-unsaturated diesters, instead of the usual α,β-unsaturated diesters. A study of their photochromic properties revealed that an increase in the cycloalkylidene ring size caused a subsequent decrease in the formation of the closed form from the open form.

  一系列环烯烃亚基的富尔吉德已被合成，使用的是β,γ-不饱和二酯，而不是通常的α,β-不饱和二酯。对其光致变色特性的研究显示，环烯烃亚基环的尺寸增大导致从开放形式转变为闭合形式的生成量随之减少。
• Yassin; Ahmed, Gamal A.; Mostafa, Journal of the Indian Chemical Society, 1996, vol. 73, # 11, p. 620 - 622
  作者：Yassin、Ahmed, Gamal A.、Mostafa

  DOI：——

  日期：——
• Regaila, Hassan A. A.; Gohar, Abd El-Kerim M. N.; El-Khrisy, Ezz El-Din A. M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. <B> 21, # 7, p. 658 - 661
  作者：Regaila, Hassan A. A.、Gohar, Abd El-Kerim M. N.、El-Khrisy, Ezz El-Din A. M.、Helgemeie, Galal El-Din

  DOI：——

  日期：——
• Gohar, Abd El-Kerim M. N.; Regaila, Hassan A. A.; El-Gemeie, Galal El-Din H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 4, p. 368 - 370
  作者：Gohar, Abd El-Kerim M. N.、Regaila, Hassan A. A.、El-Gemeie, Galal El-Din H.

  DOI：——

  日期：——
• REGAILA H. A. A., EGYPT. J. CHEM., 1976(1978), 19, NO 5, 827-833
  作者：REGAILA H. A. A.

  DOI：——

  日期：——