1-((1R,2R)-2-((dimethylamino)methyl)cyclohexyl)-3-phenylthiourea | 1271248-35-1

• 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: 1-((1R,2R)-2-((dimethylamino)methyl)cyclohexyl)-3-phenylthiourea
• 英文别名: 1-[(1R,2R)-2-[(dimethylamino)methyl]cyclohexyl]-3-phenylthiourea
• CAS: 1271248-35-1
• 化学式: C₁₆H₂₅N₃S
• 分子量: 291.461
• InChiKey: GNXAJACPVDDMIE-UKRRQHHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  59.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  cis-2-(Dimethylaminomethyl)-cyclohexylamin 、 硫代异氰酸苯酯 以 二氯甲烷 为溶剂， 反应 12.0h， 以90%的产率得到1-((1R,2R)-2-((dimethylamino)methyl)cyclohexyl)-3-phenylthiourea
  参考文献：
  名称：

  Self-assembled proline-amino thioureas as efficient organocatalysts for the asymmetric Michael addition of aldehydes to nitroolefins

  摘要：

  A small co-catalyst library of amino thioureas has been established from chiral 1,3-diamines. These bifunctional thioureas can form assemblies with proline to cooperatively catalyze the asymmetric Michael addition of aldehydes to nitroolefins. Both the reaction rate (up to 98% yield for 18 h) and the enantioselectivity (up to 94% ee) were significantly improved upon in less polar solvents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.11.025

文献信息

• Self-assembled proline-amino thioureas as efficient organocatalysts for the asymmetric Michael addition of aldehydes to nitroolefins
  作者：Wan-Hui Wang、Takeshi Abe、Xiang-Bo Wang、Koichi Kodama、Takuji Hirose、Guang-You Zhang

  DOI：10.1016/j.tetasy.2010.11.025

  日期：2010.12

  A small co-catalyst library of amino thioureas has been established from chiral 1,3-diamines. These bifunctional thioureas can form assemblies with proline to cooperatively catalyze the asymmetric Michael addition of aldehydes to nitroolefins. Both the reaction rate (up to 98% yield for 18 h) and the enantioselectivity (up to 94% ee) were significantly improved upon in less polar solvents. (C) 2010 Elsevier Ltd. All rights reserved.