2-heptyl propionate | 83133-61-3

• 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-heptyl propionate
• 英文别名: 1-methylhexyl propanoate；propionic acid-(1-methyl-hexyl ester)；Propionsaeure-(1-methyl-hexylester)；heptan-2-yl propanoate
• CAS: 83133-61-3
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: OUAGWRLMJCTMST-UHFFFAOYSA-N

物化性质

• 沸点：
  195.7±8.0 °C(Predicted)
• 密度：
  0.872±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-庚酮 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.17h， 生成 2-heptyl propionate
  参考文献：
  名称：

  Enzymatic kinetic resolution of aliphatic sec -alcohols by LipG9, a metagenomic lipase

  摘要：

  Bioprospection for new enantioselective enzymes for application in organic synthesis is a prominent area of investigation in biocatalysis. In this context, here we present the evaluation of an immobilized lipase isolated from a metagenomic library (LipG9) for the enzymatic kinetic resolution (EKR) of aliphatic sec -alcohols, which are still challenging substrates, since low enantioselectivity values are usually observed for these resolutions. LipG9 was successfully employed in EKR of aliphatic alcohols, which were resolved with satisfactory conversions (19-59%) and enantiomeric excesses for alcohols (26-88%) and esters (30-96%) by transesterification reactions, demonstrating that its performance is equal to or better than commercially available enzymes for the same reaction. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcatb.2015.12.010

文献信息

• An extremely efficient and green method for the acylation of secondary alcohols, phenols and naphthols with a deep eutectic solvent as the catalyst
  作者：Hai Truong Nguyen、Phuong Hoang Tran

  DOI：10.1039/c6ra22757k

  日期：——

  The typical deep eutectic solvent [CholineCl][ZnCl2]3 easily prepared from choline chloride and zinc chloride is green and useful for the acylation of secondary alcohols, phenols, and naphthols with acid anhydrides....

  由氯化胆碱和氯化锌容易制备的典型深共熔溶剂[CholineCl] [ZnCl2] 3是绿色的，可用于用酸酐对仲醇，酚和萘进行酰化反应。
• Mutations in the stereospecificity pocket and at the entrance of the active site of Candida antarctica lipase B enhancing enzyme enantioselectivity
  作者：Z. Marton、V. Léonard-Nevers、P.-O. Syrén、C. Bauer、S. Lamare、K. Hult、V. Tranc、M. Graber

  DOI：10.1016/j.molcatb.2010.01.007

  日期：2010.8

  Two different parts of Candida antarctica lipase B (stereospecificity pocket at the bottom of the active site and hydrophobic tunnel leading to the active site) were redesigned by single- or double-point mutations, in order to better control and improve enzyme enantioselectivity toward secondary alcohols. Single-point isosteric mutations of Ser47 and Thr42 situated in the stereospecificity pocket gave rise to variants with doubled enantioselectivity toward pentan-2-ol, in solid/gas reactor. Besides, the width and shape of the hydrophobic tunnel leading to the active site was modified by producing the following single-point mutants: Ile189Ala, Leu278Val and Ala282Leu. For each of these variants a significant modification of enantioselectivity was observed compared to wild-type enzyme, indicating that discrimination of the enantiomers by the enzyme could also arise from their different accessibilities from the enzyme surface to the catalytic site. (C) 2010 Elsevier B.V. All rights reserved.