2-hexyl-3-oxo-decanoic acid 1,1-dimethyl-propyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-hexyl-3-oxo-decanoic acid 1,1-dimethyl-propyl ester
• 英文别名: 2-Methylbutan-2-yl 2-hexyl-3-oxodecanoate；2-methylbutan-2-yl 2-hexyl-3-oxodecanoate
• 化学式: C₂₁H₄₀O₃
• 分子量: 340.547
• InChiKey: MCXQBHFHPCZCAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  24
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基-2-丁醇 、 辛酰氯 在 4-乙烯基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 2-hexyl-3-oxo-decanoic acid 1,1-dimethyl-propyl ester 、 t-amyl octanoate
  参考文献：
  名称：

  Parallel synthesis of an ester library for substrate mapping of esterases and lipases

  摘要：

  Use of solid-supported reagents simplified routine acylation of primary and secondary alcohols because it eliminated traditional purification. Using a parallel synthesizer, eight primary or secondary alcohols reacted with acid chloride in the presence of poly(4-vinylpyridine), which acted as a base and acylation catalyst. Filtration, subsequent addition of amino-functionalized silica gel to remove excess acid chloride and a second filtration affording the corresponding esters in high yield (70-98%), excellent chemical purity (93-99%). Acylation of enantiopure alcohols yielded enantiopure esters. Acylation of two tertiary alcohols gave esters in low yield (27-57%) and variable chemical purity (57-99%). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.07.048

文献信息

• Parallel synthesis of an ester library for substrate mapping of esterases and lipases
  作者：Krista L. Morley、Vladimir P. Magloire、Christine Guérard、Romas J. Kazlauskas

  DOI：10.1016/j.tetasy.2004.07.048

  日期：2004.9

  Use of solid-supported reagents simplified routine acylation of primary and secondary alcohols because it eliminated traditional purification. Using a parallel synthesizer, eight primary or secondary alcohols reacted with acid chloride in the presence of poly(4-vinylpyridine), which acted as a base and acylation catalyst. Filtration, subsequent addition of amino-functionalized silica gel to remove excess acid chloride and a second filtration affording the corresponding esters in high yield (70-98%), excellent chemical purity (93-99%). Acylation of enantiopure alcohols yielded enantiopure esters. Acylation of two tertiary alcohols gave esters in low yield (27-57%) and variable chemical purity (57-99%). (C) 2004 Elsevier Ltd. All rights reserved.