(1R,4S,6R)-3-oxo-4-(2-hydroxy-5-methylphenyl)-2,5-diazabicyclo[4.4.0]decane | 1423018-75-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (1R,4S,6R)-3-oxo-4-(2-hydroxy-5-methylphenyl)-2,5-diazabicyclo[4.4.0]decane
• 英文别名: (3S,4aR,8aR)-3-(2-hydroxy-5-methylphenyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-quinoxalin-2-one
• CAS: 1423018-75-0
• 化学式: C₁₅H₂₀N₂O₂
• 分子量: 260.336
• InChiKey: QAZZSIVLUHFREK-BZPMIXESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  61.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (3SR,4aSR,8aSR)-3-(2-hydroxy-5-methylphenyl)octahydroquinoxalin-2(1H)-one 以 二甲基亚砜 为溶剂， 反应 24.0h， 生成 (1R,4S,6R)-3-oxo-4-(2-hydroxy-5-methylphenyl)-2,5-diazabicyclo[4.4.0]decane
  参考文献：
  名称：

  Imines that React with Phenols in Water over a Wide pH Range

  摘要：

  Cyclic imine derivatives that react with phenols, including tyrosine residues of peptides, have been developed. Reactions of the imines with phenols proceeded in water over a wide pH range (pH 2-10) at room temperature to 37 degrees C and afforded Mannich products without the need of additional catalysts.

  DOI：

  10.1021/jo8017389

文献信息

• Stereoselective preparation of chiral compounds in Mannich-type reactions of a bicyclic imine and phenols or indole
  作者：Jakub Iwanejko、Elżbieta Wojaczyńska、Jacek Wojaczyński、Julia Bąkowicz

  DOI：10.1016/j.tetlet.2014.10.081

  日期：2014.12

  Mannich-type reactions of a chiral bicyclic imine and various nucleophiles yield the corresponding adducts with good to high diastereoselectivity. The influence of the reaction conditions on the yield and stereochemical outcome is investigated. The configuration of the products is established by H-1 NMR spectroscopy, and the major isomers of two adducts are characterized by X-ray crystallography. (C) 2014 Elsevier Ltd. All rights reserved.
• Monoimine Derived from <i>trans</i>-1,2-Diaminocyclohexane and Ethyl Glyoxylate: An Intermediate in Aza-Diels–Alder and Mannich Reactions
  作者：Elżbieta Wojaczyńska、Julia Bąkowicz、Mateusz Dorsz、Jacek Skarżewski

  DOI：10.1021/jo302820m

  日期：2013.3.15

  Novel enantiopure policyclic nitrogen heterocycles have been obtained in the diastereoselective aza-Diels-Alder or Mannich reaction of dienes with imine formed in situ from ethyl glyoxylate and (1R,2R)-diaminocyclohexane.
• Imines that React with Phenols in Water over a Wide pH Range
  作者：Maki Minakawa、Hai-Ming Guo、Fujie Tanaka

  DOI：10.1021/jo8017389

  日期：2008.11.7

  Cyclic imine derivatives that react with phenols, including tyrosine residues of peptides, have been developed. Reactions of the imines with phenols proceeded in water over a wide pH range (pH 2-10) at room temperature to 37 degrees C and afforded Mannich products without the need of additional catalysts.