1-cyclohexyl-3-((1S)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl)thiourea | 1021867-74-2

• 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: 1-cyclohexyl-3-((1S)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl)thiourea
• CAS: 1021867-74-2
• 化学式: C₂₇H₃₈N₄OS
• 分子量: 466.691
• InChiKey: QBDPCAZVUNBGBB-KBFVSZBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  49.42
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (6-甲氧基-4-喹啉基)-(5-乙烯基奎宁环-2-基)甲胺 、 环己基异硫氰酸脂 以 四氢呋喃 为溶剂， 以76%的产率得到1-cyclohexyl-3-((1S)-((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methyl)thiourea
  参考文献：
  名称：

  基于Epi- Cinchona的硫脲有机催化剂家族作为高效的不对称Michael加成促进剂：硝基链烷烃与查尔酮和α，β-不饱和N-酰基吡咯的对映选择性共轭加成

  摘要：

  A small set of easily available epi-cinchona based thiourea organocatalysts have been synthesized and tested in enantioselective Michael addition of nitroalkanes to chalcones. These bifunctional catalyst systems promoted the conjugate additions with high enantioselectivities and chemical yields. The extension of this methodology was further explored to encompass alpha,beta-unsaturated N-acylpyrroles, as a chalcone mimic. Functionally, the N-acylpyrrole moiety in the adduct acts as an ester surrogate; therefore, it can easily be transformed to various valuable and biologically relevant compounds. This approach allowed the concise stereoselective synthesis of (R)-rolipram.

  DOI：

  10.1021/jo702692a