(1R,4R,6R)-3-oxo-4-(2-pyrrolyl)-2,5-diazabicyclo[4.4.0]decane | 1423018-74-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (1R,4R,6R)-3-oxo-4-(2-pyrrolyl)-2,5-diazabicyclo[4.4.0]decane
• 英文别名: (3R,4aR,8aR)-3-(1H-pyrrol-2-yl)-3,4,4a,5,6,7,8,8a-octahydro-1H-quinoxalin-2-one
• CAS: 1423018-74-9
• 化学式: C₁₂H₁₇N₃O
• 分子量: 219.286
• InChiKey: GHPCUBGUAJATDV-FXPVBKGRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  56.9
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吡咯 、 (1R,6R)-3-oxo-2,5-diazabicyclo[4.4.0]dec-4-ene 以 aq. phosphate buffer 为溶剂， 以16%的产率得到
  参考文献：
  名称：

  Stereoselective preparation of chiral compounds in Mannich-type reactions of a bicyclic imine and phenols or indole

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2014.10.081

文献信息

• 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.
• 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.