methyl 4-(4-biphenylyl)-3-hydroxybutanoate | 1194059-78-3

• 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 4-(4-biphenylyl)-3-hydroxybutanoate
• 英文别名: methyl (3R)-3-hydroxy-4-(4-phenylphenyl)butanoate
• CAS: 1194059-78-3
• 化学式: C₁₇H₁₈O₃
• 分子量: 270.328
• InChiKey: PHHUIFXDKLPPBE-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-(4-biphenylyl)-3-hydroxybutanoate 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以82%的产率得到methyl (R)-4-([1,1'-biphenyl]-4-yl)-3-acetoxybutanoate
  参考文献：
  名称：

  Synthesis of optically active methyl 4-(4-biphenylyl)-3-hydroxybutanoate via enantioselective hydrogenation using a tartaric acid-modified nickel catalyst and recrystallization

  摘要：

  Enantioselective hydrogenation of methyl 4-(4-biphenylyl)-3-oxobutanoate over a tartaric acid-modified Raney nickel catalyst gave the title compound in 82% ee, which was enantiomerically enriched by recrystallizations. The product was converted to an (R)-3-acetoxyglutaric acid half ester via a ruthenium-catalyzed oxidation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.07.043
• 作为产物：
  描述：

  4-(4-联苯基)-3-氧代丁酸甲酯 在 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 59.84 ℃ 、9.0 MPa 条件下， 生成 methyl 4-(4-biphenylyl)-3-hydroxybutanoate 、 methyl 4-(4-biphenylyl)-3-hydroxybutanoate
  参考文献：
  名称：

  Synthesis of optically active methyl 4-(4-biphenylyl)-3-hydroxybutanoate via enantioselective hydrogenation using a tartaric acid-modified nickel catalyst and recrystallization

  摘要：

  Enantioselective hydrogenation of methyl 4-(4-biphenylyl)-3-oxobutanoate over a tartaric acid-modified Raney nickel catalyst gave the title compound in 82% ee, which was enantiomerically enriched by recrystallizations. The product was converted to an (R)-3-acetoxyglutaric acid half ester via a ruthenium-catalyzed oxidation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.07.043

文献信息

• Synthesis of optically active methyl 4-(4-biphenylyl)-3-hydroxybutanoate via enantioselective hydrogenation using a tartaric acid-modified nickel catalyst and recrystallization
  作者：Takashi Sugimura、Tomohiro Matsuda、Tsutomu Osawa

  DOI：10.1016/j.tetasy.2009.07.043

  日期：2009.8

  Enantioselective hydrogenation of methyl 4-(4-biphenylyl)-3-oxobutanoate over a tartaric acid-modified Raney nickel catalyst gave the title compound in 82% ee, which was enantiomerically enriched by recrystallizations. The product was converted to an (R)-3-acetoxyglutaric acid half ester via a ruthenium-catalyzed oxidation. (C) 2009 Elsevier Ltd. All rights reserved.