2,2-bis[(R)-4-(4-methoxyphenyl)-1,3-oxazolin-2-yl]propane | 1487434-15-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2-bis[(R)-4-(4-methoxyphenyl)-1,3-oxazolin-2-yl]propane
• 英文别名: 2,2-bis[(R)-4-(4-methoxyphenyl)-4,5-dihydrooxazol-2-yl]propan；(4R)-4-(4-methoxyphenyl)-2-[2-[(4R)-4-(4-methoxyphenyl)-4,5-dihydro-1,3-oxazol-2-yl]propan-2-yl]-4,5-dihydro-1,3-oxazole
• CAS: 1487434-15-0
• 化学式: C₂₃H₂₆N₂O₄
• 分子量: 394.47
• InChiKey: HAPDUBDZFLMYQG-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  D-对羟基苯甘氨酸甲酯盐酸盐 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 palladium 10% on activated carbon 、 氢气 、 sodium carbonate 、 三乙胺 、 对甲苯磺酰氯 、 lithium chloride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， -20.0~20.0 ℃ 、206.85 kPa 条件下， 反应 73.67h， 生成 2,2-bis[(R)-4-(4-methoxyphenyl)-1,3-oxazolin-2-yl]propane
  参考文献：
  名称：

  Electronic effects of aryl-substituted bis(oxazoline) ligands on the outcome of asymmetric copper-catalysed C–H insertion and aromatic addition reactions

  摘要：

  The effect of the modification of bis(oxazoline) ligands on the outcome of copper-catalysed C-H insertion and aromatic addition reactions is described. In general, these reactions display minimum sensitivity in terms of enantiocontrol to variation of the electronic properties of the aryl moiety of the ligand however, some influence is observed for C-H insertions employing naphthyl-substituted bis(oxazolines) and for aromatic addition reactions of biphenyl diazo ketone substrates. The synthesis of the modified bis(oxazolines), which include four novel structures, is also described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.09.009
• 作为试剂：
  描述：

  5-(4-chlorophenyl)-2-diazo-5-methylhexan-3-one 在 tetrakis(actonitrile)copper(I) hexafluorophosphate 、 2,2-bis[(R)-4-(4-methoxyphenyl)-1,3-oxazolin-2-yl]propane 作用下， 以 二氯甲烷 为溶剂， 以60%的产率得到
  参考文献：
  名称：

  Electronic effects of aryl-substituted bis(oxazoline) ligands on the outcome of asymmetric copper-catalysed C–H insertion and aromatic addition reactions

  摘要：

  The effect of the modification of bis(oxazoline) ligands on the outcome of copper-catalysed C-H insertion and aromatic addition reactions is described. In general, these reactions display minimum sensitivity in terms of enantiocontrol to variation of the electronic properties of the aryl moiety of the ligand however, some influence is observed for C-H insertions employing naphthyl-substituted bis(oxazolines) and for aromatic addition reactions of biphenyl diazo ketone substrates. The synthesis of the modified bis(oxazolines), which include four novel structures, is also described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.09.009

文献信息

• Copper(II)-Catalyzed Enantioselective Intramolecular Cyclization of <i>N</i>-Alkenylureas
  作者：Shaomin Fu、Honghao Yang、Guoqiang Li、Yuanfu Deng、Huanfeng Jiang、Wei Zeng

  DOI：10.1021/acs.orglett.5b00131

  日期：2015.2.20

  Cu(II)-catalyzed highly enantioselective intramolecular cyclization of N-alkenylureas was developed for the concise assembly of chiral vicinal diamino bicyclic heterocycles. Facile removal of carbonyl group of the carbamido moiety allowed for ready access to enantioenriched cyclic vicinal diamines.

  开发了第一个Cu（II）催化的N-烯基脲的高对映选择性分子内环化反应，用于手性邻位二氨基双环杂环的简洁组装。轻松去除氨基甲酸酯基团的羰基使得可以容易地获得对映体富集的环状邻位二胺。
• Electronic effects of aryl-substituted bis(oxazoline) ligands on the outcome of asymmetric copper-catalysed C–H insertion and aromatic addition reactions
  作者：Catherine N. Slattery、Sarah O’Keeffe、Anita R. Maguire

  DOI：10.1016/j.tetasy.2013.09.009

  日期：2013.10

  The effect of the modification of bis(oxazoline) ligands on the outcome of copper-catalysed C-H insertion and aromatic addition reactions is described. In general, these reactions display minimum sensitivity in terms of enantiocontrol to variation of the electronic properties of the aryl moiety of the ligand however, some influence is observed for C-H insertions employing naphthyl-substituted bis(oxazolines) and for aromatic addition reactions of biphenyl diazo ketone substrates. The synthesis of the modified bis(oxazolines), which include four novel structures, is also described. (C) 2013 Elsevier Ltd. All rights reserved.