2-acetoxypentan-1-ol | 81947-71-9

• 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-acetoxypentan-1-ol
• 英文别名: 1-Hydroxypentan-2-yl acetate；1-hydroxypentan-2-yl acetate
• CAS: 81947-71-9
• 化学式: C₇H₁₄O₃
• 分子量: 146.186
• InChiKey: XHMAGTTZWQCLCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  乙酸乙烯酯 、 2-acetoxypentan-1-ol 以 正己烷 为溶剂， 反应 2.25h， 生成 (R)-1,2-diacetoxypentane 、 Acetic acid (S)-1-acetoxymethyl-butyl ester
  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：

  2-acetoxy-1-benzyloxypentan 在 palladium on activated charcoal 氢气 作用下， 以 异丙醇 为溶剂， 以72%的产率得到2-acetoxypentan-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

• [EN] ANTI-COUNTERFEITING SECURITY INK ABSORBING RADIATIONS IN THE RANGE OF THE ELECTROMAGNETIC SPECTRUM FROM 700NM TO 1100NM<br/>[FR] ENCRE DE SÉCURITÉ ANTI-CONTREFAÇON ABSORBANT LES RAYONNEMENTS DANS LA PLAGE DU SPECTRE ÉLECTROMAGNÉTIQUE DE 700 NM À 1100 NM
  申请人：EPTAINKS S P A

  公开号：WO2020208498A1

  公开（公告）日：2020-10-15

  An anti-counterfeiting security ink for printing process having the viscosity less than 10,000 mPa∙s at 25°C absorbing radiation of at least a portion of the infrared region from 700 nm to 1100 nm revealable by photodetectors sensitive up to 1100 nm, comprising an IR absorbing inorganic material in a minimum quantity of 5% in weight and a particle size D50 less than 5.0 µm measured by laser diffraction technique, and an IR transparent organic matrix either a water-based or a solvent-based one, or it is alternatively based on monomer, oligomer, monomer and oligomer and at least one dissolved resin.
• 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