(1S,2S)-2-nitro-1,2-diphenylethanol | 1206787-84-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (1S,2S)-2-nitro-1,2-diphenylethanol
• CAS: 1206787-84-9
• 化学式: C₁₄H₁₃NO₃
• 分子量: 243.262
• InChiKey: JJPDRZPLMPVCIR-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  63.37
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  硝基甲苯 、 苯甲醛 在 copper(II) acetate monohydrate 、 (1R,2R)-N1,N2-bis(4-chlorobenzyl)cyclohexane-1,2-diamine 、 N,N-二异丙基乙胺 作用下， 以 异丙醇 为溶剂， 反应 70.25h， 生成 (+/-)-threo-1-Hydroxy-2-nitro-1,2-diphenyl-aethan 、 (1S,2S)-2-nitro-1,2-diphenylethanol
  参考文献：
  名称：

  Asymmetric nitroaldol reaction catalyzed by copper–diamine complexes: selective construction of two contiguous stereogenic centers

  摘要：

  Chiral copper(II) complexes of secondary bisamines derived from 1,2-diaminocyclohexane were successfully used in the diastereoselective nitroaldol reaction. The reactions were carried out in the presence of 10 mol % of the Cu(II) complex and 7.7 mol % of i-Pr2NEt in 2-propanol at -30 degrees C. Good to excellent yields, enantioselectivities of up to 99%, and moderate to excellent diastereoselectivities were obtained for both aromatic or aliphatic aldehydes and various prochiral nitrocompounds forming the corresponding beta-nitroalcohols with two contiguous stereocenters. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.10.001