1-hydroxy-8-[(pyvaloyl)oxy]octan-4-one | 281658-54-6

• 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: 1-hydroxy-8-[(pyvaloyl)oxy]octan-4-one
• 英文别名: (8-Hydroxy-5-oxooctyl) 2,2-dimethylpropanoate
• CAS: 281658-54-6
• 化学式: C₁₃H₂₄O₄
• 分子量: 244.331
• InChiKey: GNFJRCWIMNXBNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-hydroxy-8-[(pyvaloyl)oxy]octan-4-one 在 oxallyl chloride 、 4-二甲氨基吡啶 、 正丁基锂 、 dicobalt octacarbonyl 、 二异丁基氢化铝 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 二氯甲烷 、 正戊烷 为溶剂， 反应 99.17h， 生成 6-methylene-2-(2'-phenylethynyl)oxonane
  参考文献：
  名称：

  A New Procedure for Construction of Oxocane and Oxonane Derivatives Based on Alkyne–Co2(CO)6 Complexes

  摘要：

  Treatment of 2-(3-hydroxy-5-phenylpent-4-yn-1-yl)-2(trimethylsilylmethyl)tetrahydrofuran (18) with Co-2(CO)(8) gave the corresponding cobalt complex, which was subsequently exposed to methanesulfonyl chloride and triethylamine in methylene chloride at refluxing temperature to provide the oxocane derivative 20 in 72% yield. This method was found to be applicable for construction of the oxonane framework. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01103-5
• 作为产物：
  描述：

  delta-戊内酯 、 三甲基乙酰氯 、 3-(t-butyldimethylsilyloxy)prop-1-ynyllithium 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 乙酸乙酯 、 二氯甲烷 为溶剂， 反应 5.0h， 以61%的产率得到1-hydroxy-8-[(pyvaloyl)oxy]octan-4-one
  参考文献：
  名称：

  A New Procedure for Construction of Oxocane and Oxonane Derivatives Based on Alkyne–Co2(CO)6 Complexes

  摘要：

  Treatment of 2-(3-hydroxy-5-phenylpent-4-yn-1-yl)-2(trimethylsilylmethyl)tetrahydrofuran (18) with Co-2(CO)(8) gave the corresponding cobalt complex, which was subsequently exposed to methanesulfonyl chloride and triethylamine in methylene chloride at refluxing temperature to provide the oxocane derivative 20 in 72% yield. This method was found to be applicable for construction of the oxonane framework. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01103-5

文献信息

• A New Procedure for Construction of Oxocane and Oxonane Derivatives Based on Alkyne–Co2(CO)6 Complexes
  作者：Chisato Mukai、Haruhisa Yamashita、Tetsuya Ichiryu、Miyoji Hanaoka

  DOI：10.1016/s0040-4020(99)01103-5

  日期：2000.4

  Treatment of 2-(3-hydroxy-5-phenylpent-4-yn-1-yl)-2(trimethylsilylmethyl)tetrahydrofuran (18) with Co-2(CO)(8) gave the corresponding cobalt complex, which was subsequently exposed to methanesulfonyl chloride and triethylamine in methylene chloride at refluxing temperature to provide the oxocane derivative 20 in 72% yield. This method was found to be applicable for construction of the oxonane framework. (C) 2000 Elsevier Science Ltd. All rights reserved.