Methyl 4-[(4-fluorophenyl)carbamoyl]-5-hydroxy-5-(4-methoxyphenyl)pentanoate | 1227676-15-4

• 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-fluorophenyl)carbamoyl]-5-hydroxy-5-(4-methoxyphenyl)pentanoate
• CAS: 1227676-15-4
• 化学式: C₂₀H₂₂FNO₅
• 分子量: 375.397
• InChiKey: KAHMBSPRWJJLIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 4-[(4-fluorophenyl)carbamoyl]-5-hydroxy-5-(4-methoxyphenyl)pentanoate 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 以32.7%的产率得到methyl 3-[(2S,3R)-1-(4-fluorophenyl)-2-(4-methoxyphenyl)-4-oxoazetidin-3-yl]propanoate
  参考文献：
  名称：

  A convenient synthesis of ezetimibe analogs as cholesterol absorption inhibitors

  摘要：

  A convenient method for the synthesis of ezetimibe analogs as cholesterol absorption inhibitors was described. The key step in the synthesis was the intramolecular ring formation through Mitsunobu reaction. Furthermore, a new series of analogs was designed and synthesized. (C) 2009 Wen Long Huang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2009.08.009
• 作为产物：
  描述：

  Methyl 4-[(4-fluorophenyl)carbamoyl]-5-(4-methoxyphenyl)-5-oxopentanoate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 8.0h， 以92%的产率得到Methyl 4-[(4-fluorophenyl)carbamoyl]-5-hydroxy-5-(4-methoxyphenyl)pentanoate
  参考文献：
  名称：

  A convenient synthesis of ezetimibe analogs as cholesterol absorption inhibitors

  摘要：

  A convenient method for the synthesis of ezetimibe analogs as cholesterol absorption inhibitors was described. The key step in the synthesis was the intramolecular ring formation through Mitsunobu reaction. Furthermore, a new series of analogs was designed and synthesized. (C) 2009 Wen Long Huang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2009.08.009