acetic acid 10-benzyloxy-1-(3-oxobut-1-ynyl)decyl ester | 1224601-56-2

• 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: acetic acid 10-benzyloxy-1-(3-oxobut-1-ynyl)decyl ester
• 英文别名: (2-Oxo-14-phenylmethoxytetradec-3-yn-5-yl) acetate
• CAS: 1224601-56-2
• 化学式: C₂₃H₃₂O₄
• 分子量: 372.505
• InChiKey: CJLPJXHQQLLAQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  acetic acid 10-benzyloxy-1-(3-oxobut-1-ynyl)decyl ester 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 25.0 ℃ 、344.75 kPa 条件下， 以89%的产率得到acetic acid 10-hydroxy-1-(3-oxobutyl)decyl ester
  参考文献：
  名称：

  Chemoselective Coupling Reactions of 5,7-Dimethoxyphthalide with the Remotely Functionalized Alkyl Iodides: Facile Racemic Synthesis of Helicobacter pylori Antibiotics

  摘要：

  Highly chemoselective coupling reactions of 5,7-dimethoxyphthalide carbanion with the remotely functionalized long chain alkyl iodides have been demonstrated to accomplish the concise and efficient synthesis of Helicobacter pylori antibiotics, the CJ-molecules, and sporotricale methyl ether.

  DOI：

  10.1021/jo100168f
• 作为产物：
  描述：

  acetic acid 10-benzyloxy-1-(3-hydroxybut-1-ynyl)decyl ester 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到acetic acid 10-benzyloxy-1-(3-oxobut-1-ynyl)decyl ester
  参考文献：
  名称：

  Chemoselective Coupling Reactions of 5,7-Dimethoxyphthalide with the Remotely Functionalized Alkyl Iodides: Facile Racemic Synthesis of Helicobacter pylori Antibiotics

  摘要：

  Highly chemoselective coupling reactions of 5,7-dimethoxyphthalide carbanion with the remotely functionalized long chain alkyl iodides have been demonstrated to accomplish the concise and efficient synthesis of Helicobacter pylori antibiotics, the CJ-molecules, and sporotricale methyl ether.

  DOI：

  10.1021/jo100168f

文献信息

• Chemoselective Coupling Reactions of 5,7-Dimethoxyphthalide with the Remotely Functionalized Alkyl Iodides: Facile Racemic Synthesis of <i>Helicobacter pylori</i> Antibiotics
  作者：Mandeep Singh、Narshinha P. Argade

  DOI：10.1021/jo100168f

  日期：2010.5.7

  Highly chemoselective coupling reactions of 5,7-dimethoxyphthalide carbanion with the remotely functionalized long chain alkyl iodides have been demonstrated to accomplish the concise and efficient synthesis of Helicobacter pylori antibiotics, the CJ-molecules, and sporotricale methyl ether.