3,7-二甲基辛-6-烯基十二烷酸酯 | 72934-07-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3,7-二甲基辛-6-烯基十二烷酸酯
• 中文别名: (3β,8xi,12β,14β)-3,8,14,17,20-五羟基孕-5-烯-12-基(2E)-3-苯基丙-2-烯酸酯
• 英文名称: citronellyl laurate
• 英文别名: 3,7-dimethyloct-6-enyl dodecanoate
• CAS: 72934-07-7
• 化学式: C₂₂H₄₂O₂
• 分子量: 338.574
• InChiKey: GARTVHIDFKCTCG-UHFFFAOYSA-N

物化性质

• 沸点：
  419.1±24.0 °C(Predicted)
• 密度：
  0.870±0.06 g/cm3(Predicted)
• 保留指数：
  2313

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  24
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  月桂酸 在 氯化亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 3,7-二甲基辛-6-烯基十二烷酸酯
  参考文献：
  名称：

  香茅醇脂肪酸酯衍生物及其应用和制备方法

  摘要：

  本发明涉及一种香茅醇脂肪酸酯衍生物衍生物及其衍生物的应用和制备方法，采用香茅醇脂肪酸酯衍生物作为经皮吸收促透剂应用，制备经皮给药制剂，提高药物的经皮吸收，增加药物的累积透过量。香茅醇脂肪酸酯衍生物通过与氯化亚砜反应后制备脂肪酰氯，脂肪酰氯与香茅醇进行反应后得到香茅醇脂肪酸酯衍生物。本发明所述的化合物可应用于经皮给药制剂中，增强药物的透过能力，也可作为香料，掩盖制剂的不良气味。

  公开号：

  CN107353203A

文献信息

• Immobilization of lipase on biocompatible co-polymer of polyvinyl alcohol and chitosan for synthesis of laurate compounds in supercritical carbon dioxide using response surface methodology
  作者：Kirtikumar C. Badgujar、Bhalchandra M. Bhanage

  DOI：10.1016/j.procbio.2015.04.019

  日期：2015.8

  Biocompatible co-polymer matrix has great importance for enzyme immobilization and subsequent bio-catalytic applications to synthesize important organic moieties. Citronellyl laurate is a fatty-acid-ester having pleasant fruity aroma and widely used as/in emulsifier, lubricant in textile, paint or ink-additives, surfactants, perfumery and food-flavouring ingredient. In present study, Burkholderia cepacia lipase (BCL) was immobilized on biodegradable co-polymer of chitosan (CHI) and polyvinyl alcohol (PVA). The synthesized bio-catalyst PVA:CHI:BCL (6:4:2.5)} was characterized by SEM, TGA, lipase assay and protein-content analysis. This biocatalyst was applied to synthesize citronellyl laurate in supercritical carbon-dioxide (SC-CO2) using response surface methodology with five-factor-three-level Box-Behnken-design to optimize reaction parameters (citronellol: 8.5 mmol; vinyl laurate: 19.87 mmol; biocatalyst: 175.6 mg; temperature: 46.02 degrees C; pressure: 8.81 MPa) which provided 94 +/- 1.52% yield. The protocol is extended to synthesize various important 12 laurate compounds with excellent yield (90-98%) and noteworthy recyclability (upto studied 5 recycles). Interestingly, immobilized PVA/CHI/lipase biocatalyst showed 4-fold higher bio-catalytic activity than free lipase in SC-CO2. Moreover, the biocatalyst activity assessment study showed remarkable activity-stability of immobilized biocatalyst in SC-CO2 media as compared to free enzyme. Thus, present protocol demonstrated potential biocatalytic applications for synthesis of important laurate compounds with excellent recyclability in SC-CO2 as greener biocatalyst and reaction medium. (C) 2015 Elsevier Ltd. All rights reserved.