ethyl (S)-5-chloro-3-hydroxy-3-phenylpentanoate | 1245573-37-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (S)-5-chloro-3-hydroxy-3-phenylpentanoate
• CAS: 1245573-37-8
• 化学式: C₁₃H₁₇ClO₃
• 分子量: 256.729
• InChiKey: KWHLUVIMZZMLBN-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3-氯代苯丙酮 、 碘代醋酸乙酯 在 1,3-双(二苯基膦)丙烷 、 Dimethylzinc 、 copper(l) cyanide 、 (1S,2R)-1-苯基-2-(1-吡咯烷基)-1-丙醇 作用下， 以 二氯甲烷 、 甲基叔丁基醚 、 甲苯 为溶剂， 反应 20.0h， 生成 ethyl (R)-5-chloro-3-hydroxy-3-phenylpentanoate 、 ethyl (S)-5-chloro-3-hydroxy-3-phenylpentanoate
  参考文献：
  名称：

  Copper-promoted enantioselective Reformatsky-type reaction with ketones

  摘要：

  Controlled living polymerization of a broad range of monomers is a radical process known as ATRP (atom transfer radical polymerization) and is mediated by a variety of metals. A complex of copper has been found to be the most efficient catalyst, with a copper(I)/copper(II) catalytic cycle. The radical, enantioselective catalytic Reformatsky reaction mediated by Me2Zn can be efficiently promoted by copper(I) complexes avoiding the use of other promoters such as air and oxidant, giving more reproducible and affordable conditions. The CuCN-mediated enantioselective addition of ethyliodoacetate to functionalized ketones is described in this paper. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.04.058