trans-endo-2-phenyl-1-(4-methoxyphenyl)decahydroquinolin-4-one | 127880-68-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: trans-endo-2-phenyl-1-(4-methoxyphenyl)decahydroquinolin-4-one
• 英文别名: 1-(p-methoxyphenyl)-2-phenyldecahydroquinolin-4-one；(2R,4aR,8aR)-1-(4-methoxyphenyl)-2-phenyl-2,3,4a,5,6,7,8,8a-octahydroquinolin-4-one
• CAS: 127880-68-6
• 化学式: C₂₂H₂₅NO₂
• 分子量: 335.446
• InChiKey: LXFFSBHDAYYHNJ-NJDAHSKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  [(2S,8aS)-1-(4-methoxyphenyl)-2-phenyl-3,5,6,7,8,8a-hexahydro-2H-quinolin-4-yl]oxy-trimethylsilane 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 15.0h， 以80%的产率得到trans-endo-2-phenyl-1-(4-methoxyphenyl)decahydroquinolin-4-one
  参考文献：
  名称：

  Synthesis of 2-phenyldecahydroquinolin-4-ones via imino Diels-Alder reaction: influence of the imine nitrogen substituent on the reaction course and on the heterocycle conformation

  摘要：

  DOI：

  10.1021/jo00303a021

文献信息

• Stereoselective Three-Component Synthesis of <i>trans</i>-<i>e</i><i>ndo</i>-Decahydroquinolin-4-one Derivatives from Aldehydes, Aniline, and Acetylcyclohexene
  作者：Chunchi Lin、Hulin Fang、Zhijay Tu、Ju-Tsung Liu、Ching-Fa Yao

  DOI：10.1021/jo060992c

  日期：2006.8.1

  The diastereoselective synthesis of trans-endo-decahydroquinolin-4-one ( 4) via a three-component reaction of aldehydes ( 1), anilines ( 2), and 1-acetylcyclohexene ( 3) in the presence of iodine in a one-pot reaction at room temperature is described. The short reaction time, easy workup, excellent yield, and mild reaction conditions make this novel annulation strategy both practical and attractive.
• Synthesis of 2-phenyldecahydroquinolin-4-ones via imino Diels-Alder reaction: influence of the imine nitrogen substituent on the reaction course and on the heterocycle conformation
  作者：Linda Le Coz、Christine Veyrat-Martin、Lya Wartski、Jacqueline Seyden-Penne、Claudette Bois、Michele Philoche-Levisalles

  DOI：10.1021/jo00303a021

  日期：1990.8