methyl (2R,3S)-3-methoxy-2-methyl-3-phenylpropanoate | 82053-22-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl (2R,3S)-3-methoxy-2-methyl-3-phenylpropanoate
• CAS: 82053-22-3；82053-23-4
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: YZAFQOBNPRDIMS-KOLCDFICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲醇 、 (S)-N-[(2R,3S)-3-methoxy-2-methyl-3-phenylpropanoyl]-4-phenyl-1,3-thiazolidine-2-thione 在 potassium carbonate 作用下， 以 乙酸乙酯 为溶剂， 生成 methyl (2R,3S)-3-methoxy-2-methyl-3-phenylpropanoate
  参考文献：
  名称：

  On the influence of chiral auxiliaries in the stereoselective cross-coupling reactions of titanium enolates and acetals

  摘要：

  Titanium enolates from chiral N-propanoyl-1,3-thiazolidine-2-thiones containing bulky substituents at C4 turned out to be excellent platforms to get highly stereocontrolled cross-coupling reactions with acetals. Related oxazolidinethiones also afforded good results, but the corresponding oxazolidinones resulted completely unselective for such reactions, which proves that an exocyclic C=S bond is essential to attain a synthetically useful stereocontrol. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.04.044

文献信息

• Stereoselective chelation-controlled reduction of .alpha.-iodo-.beta.-alkoxy esters under radical conditions
  作者：Y. Guindon、J. F. Lavallee、M. Llinas-Brunet、G. Horner、J. Rancourt

  DOI：10.1021/ja00025a061

  日期：1991.12
• On the influence of chiral auxiliaries in the stereoselective cross-coupling reactions of titanium enolates and acetals
  作者：Jessica Baiget、Annabel Cosp、Erik Gálvez、Loreto Gómez-Pinal、Pedro Romea、Fèlix Urpí

  DOI：10.1016/j.tet.2008.04.044

  日期：2008.6

  Titanium enolates from chiral N-propanoyl-1,3-thiazolidine-2-thiones containing bulky substituents at C4 turned out to be excellent platforms to get highly stereocontrolled cross-coupling reactions with acetals. Related oxazolidinethiones also afforded good results, but the corresponding oxazolidinones resulted completely unselective for such reactions, which proves that an exocyclic C=S bond is essential to attain a synthetically useful stereocontrol. (C) 2008 Elsevier Ltd. All rights reserved.