N,N'-((1R,3S)-1,2,2-trimethylcyclopentane-1,3-diyl)-bis(((1S,2R)-7,7-dimethyl-2-hydroxybicyclo[2.2.1]heptan-1-yl)methanesulfonamide) | 947700-15-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N,N'-((1R,3S)-1,2,2-trimethylcyclopentane-1,3-diyl)-bis(((1S,2R)-7,7-dimethyl-2-hydroxybicyclo[2.2.1]heptan-1-yl)methanesulfonamide)
• CAS: 947700-15-4
• 化学式: C₂₈H₅₀N₂O₆S₂
• 分子量: 574.847
• InChiKey: YDXAADNEMDSDEN-ULRSOPBESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.15
• 重原子数：
  38.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  132.8
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  N,N'-((1R,3S)-1,2,2-trimethylcyclopentane-1,3-diyl)-bis((1S)-(7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonamide) 在 L-Selectride 、 水 、 双氧水 、 potassium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以68%的产率得到N,N'-((1R,3S)-1,2,2-trimethylcyclopentane-1,3-diyl)-bis(((1S,2R)-7,7-dimethyl-2-hydroxybicyclo[2.2.1]heptan-1-yl)methanesulfonamide)
  参考文献：
  名称：

  Enantioselective ethylation of aldehydes with 1,3-N-donor ligands derived from (+)-camphoric acid

  摘要：

  Derivatives of (+)-camphoric acid were prepared by a short and simple synthetic sequence and proved to be excellent ligands for the enantioselective ethylation of benzaldellyde with diethylzinc, with ees of up to 96% being obtained The most efficient ligand was tested with several aromatic alclehydes and ees of up to 99% were observed Structural features of the ligands are determinant for achieving high enantioselectivities. (c) 2009 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2009.12.012