2-acetoxy-4-methylpentan-1-ol | 179052-72-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-acetoxy-4-methylpentan-1-ol
• 英文别名: (1-Hydroxy-4-methylpentan-2-yl) acetate
• CAS: 179052-72-3
• 化学式: C₈H₁₆O₃
• 分子量: 160.213
• InChiKey: PFIQDADAJWKRLD-UHFFFAOYSA-N

物化性质

• 沸点：
  239.8±13.0 °C(Predicted)
• 密度：
  0.986±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  2-acetoxy-4-methylpentan-1-ol 在 sodium methylate 作用下， 以 甲醇 、 正己烷 为溶剂， 反应 1.75h， 生成 (S)-4-甲基戊烷-1,2-二醇
  参考文献：
  名称：

  Kinetic resolution of 2-acylated-1,2-diols by lipase-catalyzed enantiomer selective acylation

  摘要：

  Enantiomer selectivity of lipase catalyzed acylation of 2-acylated 1,2-diols was studied. First, acylation of 2-acetoxyheptan-1-ol rac-3b with vinyl acetate was investigated by varying the enzyme and the solvent, showing the highest enantiomer selectivity by using lipase from Pseudomonas fluorescens (PfL) in hexane-vinyl acetate (VA). We have found varying or even reversed enantiomer selectivity for different secondary acyl moieties in 2-acyloxyheptan-1-ols rac-3bA-F. Next, all six possible types of enantiomer selective biotransformations (hydrolysis of diacetate and the two kinds of monoacetetes; acylation of diol and the two kinds of monoacetates) were compared on two model diols rac-4b,d. Among the transformations investigated, acetylation of secondary monoacetates rac-3b,d showed the highest enantiomer selectivity. Finally, PfL catalyzed acetylations of several 2-acetylated 1,2-diols rac-3a-g were investigated under our optimum conditions. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00161-9
• 作为产物：
  描述：

  1-苄氧基-4-甲基戊烷-2-醇 在 palladium on activated charcoal 吡啶 、 4-二甲氨基吡啶 、 氢气 作用下， 以 正己烷 、 二氯甲烷 、 异丙醇 为溶剂， 生成 2-acetoxy-4-methylpentan-1-ol
  参考文献：
  名称：

  Kinetic resolution of 2-acylated-1,2-diols by lipase-catalyzed enantiomer selective acylation

  摘要：

  Enantiomer selectivity of lipase catalyzed acylation of 2-acylated 1,2-diols was studied. First, acylation of 2-acetoxyheptan-1-ol rac-3b with vinyl acetate was investigated by varying the enzyme and the solvent, showing the highest enantiomer selectivity by using lipase from Pseudomonas fluorescens (PfL) in hexane-vinyl acetate (VA). We have found varying or even reversed enantiomer selectivity for different secondary acyl moieties in 2-acyloxyheptan-1-ols rac-3bA-F. Next, all six possible types of enantiomer selective biotransformations (hydrolysis of diacetate and the two kinds of monoacetetes; acylation of diol and the two kinds of monoacetates) were compared on two model diols rac-4b,d. Among the transformations investigated, acetylation of secondary monoacetates rac-3b,d showed the highest enantiomer selectivity. Finally, PfL catalyzed acetylations of several 2-acetylated 1,2-diols rac-3a-g were investigated under our optimum conditions. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00161-9

文献信息

• A novel and efficient method for inside selective esterification of terminal vic -diols
  作者：Masahiro Ikejiri、Kazuyuki Miyashita、Tomoyuki Tsunemi、Takeshi Imanishi

  DOI：10.1016/j.tetlet.2003.11.128

  日期：2004.2

  A novel and highly efficient procedure for inside selective esterification of terminal vic-diols has been achieved in one-pot via Yb(OTf)3-catalyzed formation and partial hydrolysis of cyclic orthoesters. This method offers several advantages including wide compatibility with acid labile functional groups, and good to high regioselectivity and yields.

  一种新颖和高效的程序内终端的选择性酯化VIC -diols已在一锅经由镱（OTF）已经实现3催化的形成和环状原酸酯部分水解。该方法具有几个优点，包括与酸不稳定的官能团的广泛相容性以及良好的区域选择性和高产率。
• Universal support media for synthesis of oligomeric compounds
  申请人：——

  公开号：US20040242897A1

  公开（公告）日：2004-12-02

  Compounds for the synthesis of oligomeric compounds, particularly oligonucleotides and oligonucleotide mimetics, are provided. In addition, methods for functionalizing a support medium with a first monomeric subunit and methods for the synthesis of oligomeric compounds utilizing the novel compounds bound to support media are provided.

  本研究提供了用于合成寡聚化合物，特别是寡核苷酸和寡核苷酸模拟物的化合物。此外，还提供了用第一单体亚基使支持介质功能化的方法，以及利用与支持介质结合的新型化合物合成寡聚化合物的方法。
• [EN] UNIVERSAL SUPPORT MEDIA FOR SYNTHESIS OF OLIGOMERIC COMPOUNDS<br/>[FR] SUBSTRAT DE SUPPORT UNIVERSEL UTILISE POUR LA SYNTHESE DE COMPOSES OLIGOMERES
  申请人：ISIS PHARMACEUTICALS INC

  公开号：WO2004011474A1

  公开（公告）日：2004-02-05

  Compounds for the synthesis of oligomeric compounds, particularly oligonucleotide and oligonucleotide mimetics, are provided. In addition, methods for functionalizing a support medium with a first monomeric subunit and methods for the synthesis of oligomeric compounds utilizing the novel compounds bound to support media are provided.
• Kinetic resolution of 2-acylated-1,2-diols by lipase-catalyzed enantiomer selective acylation
  作者：Gabriella Egri、Eszter Baitz-Gács、László Poppe

  DOI：10.1016/0957-4166(96)00161-9

  日期：1996.5

  Enantiomer selectivity of lipase catalyzed acylation of 2-acylated 1,2-diols was studied. First, acylation of 2-acetoxyheptan-1-ol rac-3b with vinyl acetate was investigated by varying the enzyme and the solvent, showing the highest enantiomer selectivity by using lipase from Pseudomonas fluorescens (PfL) in hexane-vinyl acetate (VA). We have found varying or even reversed enantiomer selectivity for different secondary acyl moieties in 2-acyloxyheptan-1-ols rac-3bA-F. Next, all six possible types of enantiomer selective biotransformations (hydrolysis of diacetate and the two kinds of monoacetetes; acylation of diol and the two kinds of monoacetates) were compared on two model diols rac-4b,d. Among the transformations investigated, acetylation of secondary monoacetates rac-3b,d showed the highest enantiomer selectivity. Finally, PfL catalyzed acetylations of several 2-acetylated 1,2-diols rac-3a-g were investigated under our optimum conditions. Copyright (C) 1996 Elsevier Science Ltd