4,4-diethoxy-2,2-diphenyl-butyronitrile | 94576-64-4

• 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: 4,4-diethoxy-2,2-diphenyl-butyronitrile
• 英文别名: 4,4-Diaethoxy-2,2-diphenyl-butyronitril；3-Cyan-3,3-diphenyl-propionaldehyd-diethylacetal；3-Cyan-3.3-diphenyl-propanal-diethylacetal；3,3-Diaethoxy-1,1-diphenyl-1-cyan-propan；4,4-Diethoxy-2,2-diphenyl-butyronitril
• CAS: 94576-64-4
• 化学式: C₂₀H₂₃NO₂
• 分子量: 309.408
• InChiKey: OGDNNKCCIWOBPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  23.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  42.25
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4,4-diethoxy-2,2-diphenyl-butyronitrile 在 aluminium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 4-Amino-3.3-diphenyl-butanal-diethylacetal
  参考文献：
  名称：

  Substituted benzamides with conformationally restricted side chains. 2. Indolizidine derivatives as central dopamine receptor antagonists

  摘要：

  The substituted benzamides metoclopramide (1) and clebopride (3) are stimulants of gastric motility. They are also central dopamine receptor antagonists with 3 being the more potent. This is presumed to be due to an additional interaction of its N-benzyl group with the receptor. The effect of restricting the conformation of this group by replacing the N-benzylpiperidine side chain of 3 by phenyl-substituted quinolizidines and indolizidines has been investigated. Only the indolizidines had significant activity, the nature of which depended upon the orientation of the phenyl substituent. The 2 alpha-phenyl isomers 5d-h were potent central dopamine D2 receptor antagonists with 5h showing selectivity for the limbic system. The 2 beta-phenyl isomer 5c was a gastric motility stimulant devoid of significant central dopamine receptor antagonist activity. Implications on receptor models are discussed.

  DOI：

  10.1021/jm00117a008
• 作为产物：
  描述：

  二苯乙腈 、 氯乙醛缩二乙醇 在 sodium amide 、 苯 作用下， 生成 4,4-diethoxy-2,2-diphenyl-butyronitrile
  参考文献：
  名称：

  306.合成止痛药。第九部分 合成与mid酮有关的化合物

  摘要：

  DOI：

  10.1039/jr9500001478

文献信息

• Chiral Brønsted Acid Catalyzed Dynamic Kinetic Asymmetric Hydroamination of Racemic Allenes and Asymmetric Hydroamination of Dienes
  作者：Jin‐Shun Lin、Tao‐Tao Li、Guan‐Yuan Jiao、Qiang‐Shuai Gu、Jiang‐Tao Cheng、Ling Lv、Xin‐Yuan Liu

  DOI：10.1002/anie.201900955

  日期：2019.5.20

  The first highly efficient and practical chiral Brønsted acid catalyzed dynamic kinetic asymmetric hydroamination (DyKAH) of racemic allenes and asymmetric hydroamination of unactivated dienes with both high E/Z selectivity and enantioselectivity are described herein. The transformation proceeds through a new catalytic asymmetric model involving a highly reactive π‐allylic carbocationic intermediate

  本文描述了具有高E / Z选择性和对映选择性的外消旋烯的第一高效且实用的手性布朗斯台德酸催化的动态动力学不对称氢化胺化（DyKAH）和未活化的二烯的不对称氢化胺化。转化过程通过新的催化不对称模型进行，该模型涉及高反应性π-烯丙基碳阳离子中间体，该外消旋烯或二烯通过活化/定向硫脲基团介导的质子转移而生成。这种方法可以方便地获得结构上丰富的对映体富集的，可能具有生物活性的含烯基氮杂杂环和双环氮杂杂环。
• Salmon-Legagneur,F.; Poulain,G., Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1963, vol. 256, p. 702 - 705
  作者：Salmon-Legagneur,F.、Poulain,G.

  DOI：——

  日期：——
• des Abbayes,H., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1968, vol. 267, p. 983 - 985
  作者：des Abbayes,H.

  DOI：——

  日期：——