(1R,2R)-2-aminocyclohexylphosphonic acid | 1414851-42-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (1R,2R)-2-aminocyclohexylphosphonic acid
• 英文别名: [(1R,2R)-2-aminocyclohexyl]phosphonic acid
• CAS: 1414851-42-5
• 化学式: C₆H₁₄NO₃P
• 分子量: 179.156
• InChiKey: XWPKSPXPZWHDEH-PHDIDXHHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,2R)-2-aminocyclohexylphosphonic acid 、 氯甲酸苄酯 在 三乙胺 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Cinchona Alkaloid Amides/Dialkylzinc Catalyzed Enantioselective Desymmetrization of Aziridines with Phosphites

  摘要：

  The first highly enantioselective desymmetrization of aziridines with phosphites has been developed. Excellent yields and enantio-selectivities were observed for the reaction with various aziridines using a new class of readily accessible chiral catalysts derived from 9-amino-9-deoxy-epi-cinchonas alkaloids. In studies probing the reaction mechanism, we observed some complexes for the cinchona alkaloid amide-Zn(II) by ESI-MS analysis

  DOI：

  10.1021/ja309963w
• 作为产物：
  描述：

  dimethyl (1R,2R)-2-(picolinamido)cyclohexylphosphonate 在 盐酸 、 环氧乙烷 作用下， 以 水 、 乙醇 为溶剂， 反应 23.0h， 以95%的产率得到(1R,2R)-2-aminocyclohexylphosphonic acid
  参考文献：
  名称：

  Cinchona Alkaloid Amides/Dialkylzinc Catalyzed Enantioselective Desymmetrization of Aziridines with Phosphites

  摘要：

  The first highly enantioselective desymmetrization of aziridines with phosphites has been developed. Excellent yields and enantio-selectivities were observed for the reaction with various aziridines using a new class of readily accessible chiral catalysts derived from 9-amino-9-deoxy-epi-cinchonas alkaloids. In studies probing the reaction mechanism, we observed some complexes for the cinchona alkaloid amide-Zn(II) by ESI-MS analysis

  DOI：

  10.1021/ja309963w

文献信息

• Cinchona Alkaloid Amides/Dialkylzinc Catalyzed Enantioselective Desymmetrization of Aziridines with Phosphites
  作者：Masashi Hayashi、Noriyuki Shiomi、Yasuhiro Funahashi、Shuichi Nakamura

  DOI：10.1021/ja309963w

  日期：2012.11.28

  The first highly enantioselective desymmetrization of aziridines with phosphites has been developed. Excellent yields and enantio-selectivities were observed for the reaction with various aziridines using a new class of readily accessible chiral catalysts derived from 9-amino-9-deoxy-epi-cinchonas alkaloids. In studies probing the reaction mechanism, we observed some complexes for the cinchona alkaloid amide-Zn(II) by ESI-MS analysis