α-conidendreic acid dimethyl ether | 78178-28-6

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: α-conidendreic acid dimethyl ether
• 英文别名: (2R)-1t-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalene-2r,3t-dicarboxylic acid；(2R)-1t-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalin-2r,3t-dicarbonsaeure；(1S)-6.7-Dimethoxy-1r-(3.4-dimethoxy-phenyl)-1.2.3.4-tetrahydro-naphthalin-dicarbonsaeure-(2t.3c)；(1S,2R,3R)-1-(3,4-dimethoxyphenyl)-6,7-dimethoxy-1,2,3,4-tetrahydronaphthalene-2,3-dicarboxylic acid
• CAS: 78178-28-6
• 化学式: C₂₂H₂₄O₈
• 分子量: 416.428
• InChiKey: XYPPQZKSFVYZLK-UAOJZALGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  α-conidendreic acid dimethyl ether 在 lead(IV) acetate 、 硫酸 、 溶剂黄146 作用下， 生成 dimethyl 1-(3,4-dimethoxyphenyl)-6,7-dimethoxynaphthalene-2,3-dicarboxylate
  参考文献：
  名称：

  Erdtman, Justus Liebigs Annalen der Chemie, 1934, vol. 513, p. 229,237

  摘要：

  DOI：
• 作为产物：
  描述：

  hydroxymatairesinol 在 甲酸 、 溴 、 potassium carbonate 、 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.66h， 生成 α-conidendreic acid dimethyl ether
  参考文献：
  名称：

  衍生自木脂酚羟基麦角甾醇的空间受阻手性1,4-二醇配体的合成和结构分析

  摘要：

  通过芳基四氢丁内酯木脂素（-）-分枝lin烯苷的芳基化/烷基化，将易于获得的天然木脂素羟基麦角甾醇转化为空间受阻的和光学纯的二苯基，二-2-萘基和四甲基1,4-二醇衍生物。此外，还详细研究了由高度取代的丁内酯形成的稳定半异构体的非对映选择性。通过分子力学（MM），Hartree-Fock（HF）/ 6-31G ∗和（DFT / B3LYP / TZVP）含量（包括熵贡献）和NMR光谱对计算所得的分子构象进行了计算研究。所采用的构象表明，这些新颖的手性1，4-二醇可能适合作为手性配体用于开发新的手性过渡金属和有机催化剂。

  DOI：

  10.1016/j.tetlet.2012.12.066

文献信息

• Slow Passage through a Saddle-Center Bifurcation
  作者：D. C. Diminnie、R. Haberman

  DOI：10.1007/s003329910009

  日期：2000.4

  Slowly varying conservative one-degree of freedom Hamiltonian systems are analyzed in the case of a saddle-center bifurcation. Away from unperturbed homoclinic orbits, strongly nonlinear oscillations are obtained using the method of averaging. A long sequence of nearly homoclinic orbits is matched to the strongly nonlinear oscillations before and after the slow passage. Usually solutions pass through the separatrix associated with the double homoclinic orbit before the saddle-center bifurcation occurs. For the case of slow passage through the special homoclinic orbit associated with a saddle-center bifurcation, solutions consist of a large sequence of nearly saddle-center homoclinic orbits connecting autonomous nonlinear saddle approaches, and the change in the action is computed. However, if the energy at one specific saddle approach is particularly small, then that one nonlinear saddle approach instead satisfies the nonautonomous first Painleve transcendent, in which case the solution usually either passes through the saddle-center homoclinic orbit in nearly the same way or makes a transition backwards in time to small oscillations around the stable center (though it is possible that the solution approaches the unstable saddle).
• 80. The constituents of natural phenolic resins. Part VIII. Lariciresinol, cubebin, and some stereochemical relationships
  作者：Robert D. Haworth、William Kelly

  DOI：10.1039/jr9370000384

  日期：——
• Erdtman, Justus Liebigs Annalen der Chemie, 1934, vol. 513, p. 229,237
  作者：Erdtman

  DOI：——

  日期：——
• Synthesis and structural analysis of sterically hindered chiral 1,4-diol ligands derived from the lignan hydroxymatairesinol
  作者：Yury Brusentsev、Thomas Sandberg、Matti Hotokka、Rainer Sjöholm、Patrik Eklund

  DOI：10.1016/j.tetlet.2012.12.066

  日期：2013.2

  conformations of the molecules prepared were studied computationally at molecular mechanics (MM), Hartree–Fock (HF)/6-31G∗, and (DFT/B3LYP/TZVP) levels including entropy contributions and by NMR-spectroscopy. The conformations adopted showed that these novel chiral 1,4-diols may be suitable as chiral ligands for the development of new chiral transition metal and organo catalysts.

  通过芳基四氢丁内酯木脂素（-）-分枝lin烯苷的芳基化/烷基化，将易于获得的天然木脂素羟基麦角甾醇转化为空间受阻的和光学纯的二苯基，二-2-萘基和四甲基1,4-二醇衍生物。此外，还详细研究了由高度取代的丁内酯形成的稳定半异构体的非对映选择性。通过分子力学（MM），Hartree-Fock（HF）/ 6-31G ∗和（DFT / B3LYP / TZVP）含量（包括熵贡献）和NMR光谱对计算所得的分子构象进行了计算研究。所采用的构象表明，这些新颖的手性1，4-二醇可能适合作为手性配体用于开发新的手性过渡金属和有机催化剂。