1,3-dibutyryl-2-stearoylglycerol | 139665-39-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1,3-dibutyryl-2-stearoylglycerol
• 英文别名: 1,3-Di(butanoyloxy)propan-2-yl octadecanoate；1,3-di(butanoyloxy)propan-2-yl octadecanoate
• CAS: 139665-39-7
• 化学式: C₂₉H₅₄O₆
• 分子量: 498.744
• InChiKey: YWDFFTDKGMREHI-UHFFFAOYSA-N

物化性质

• 沸点：
  532.3±17.0 °C(Predicted)
• 密度：
  0.962±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  35
• 可旋转键数：
  28
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3-dibutyryl-2-stearoylglycerol 在 Rhizomucor miehei lipase 、 乙醇 作用下， 反应 24.0h， 以78%的产率得到2-十八烷酸单甘油酯
  参考文献：
  名称：

  Application of chemoenzymatic hydrolysis in the synthesis of 2-monoacylglycerols

  摘要：

  The selective biocatalyzed synthesis of 2-monoacylglycerols (2-MAGs) through the use of commercially available immobilized Candida antarctica (Novozym435) and Rhizomucor miehei is explored. Reactions at room temperature result in the formation of a 2-MAG and a corresponding ethyl ester of the fatty acid with immobilized C. antarctica within 2 h with yields ranging from 36% to 83%. Similar reaction conditions with immobilized R. miehei yielded exclusively the 2-MAG after 24 h with yields ranging from 37% to 88%. Yields vary on the acyl group at the sn-2 position and choice of enzyme involved. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.101
• 作为产物：
  描述：

  正丁酸乙烯酯 在 4-二甲氨基吡啶 、 Candida antarctica lipase 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 9.0h， 生成 1,3-dibutyryl-2-stearoylglycerol
  参考文献：
  名称：

  Application of chemoenzymatic hydrolysis in the synthesis of 2-monoacylglycerols

  摘要：

  The selective biocatalyzed synthesis of 2-monoacylglycerols (2-MAGs) through the use of commercially available immobilized Candida antarctica (Novozym435) and Rhizomucor miehei is explored. Reactions at room temperature result in the formation of a 2-MAG and a corresponding ethyl ester of the fatty acid with immobilized C. antarctica within 2 h with yields ranging from 36% to 83%. Similar reaction conditions with immobilized R. miehei yielded exclusively the 2-MAG after 24 h with yields ranging from 37% to 88%. Yields vary on the acyl group at the sn-2 position and choice of enzyme involved. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.101

文献信息

• Preparation of Low Calorie Structured Lipids Catalyzed by 1,5,7-Triazabicyclo[4.4.0]dec-5-ene(TBD)-functionalized Mesoporous SBA-15 Silica in a Heterogeneous Manner
  作者：Wenlei Xie、Cong Qi

  DOI：10.1021/jf405434a

  日期：2014.4.16

  SBA-15 material has been found to be an efficient solid catalyst for the interesterification between tributyrin and methyl stearate in a solvent-free system for the production of low-calorie structured lipid (LCSL). The solid base catalyst was characterized by using small-angle X-ray scattering, Fourier transform infrared spectra, thermo gravimetric analysis, scanning electron microscopy, transmission electron

  1,5,7-三氮杂双环[4.4.0]癸-5-烯（TBD，一种强双环胍碱）官能化的SBA-15材料已被发现是一种高效的固体催化剂，可用于甘油三丁酸酯和硬脂酸甲酯之间的酯交换。用于生产低热量结构化脂质（LCSL）的无溶剂系统。固体碱催化剂的特征在于使用小角X射线散射，傅立叶变换红外光谱，热重分析，扫描电子显微镜，透射电子显微镜，氮吸附-解吸和元素分析技术。通过反相高效液相色谱法分析获得的LCSL的三酰基甘油组成。各种反应参数的影响，例如底物比例，反应温度和反应时间，对酯交换反应进行了系统的研究。当使用硬脂酸甲酯/三丁酸甲酯的摩尔比为2：1时，在80°C下1 h内可得到90％以上的LCSL。所获得的固体催化剂可以容易地回收，并且在活性损失可忽略不计的情况下重复用于若干循环。通过使用固体碱催化剂，开发了一种以非均相方式进行酯交换反应的环保的，更良性的方法。
• 1H-Nuclear magnetic resonance spectroscopic studies of saturated, acetylenic and ethylenic triacylglycerols
  作者：Marcel S.F. Lie Ken Jie、C.C. Lam

  DOI：10.1016/0009-3084(95)02463-s

  日期：1995.8
• Application of chemoenzymatic hydrolysis in the synthesis of 2-monoacylglycerols
  作者：Kyle M. Whitten、Alexandros Makriyannis、Subramanian K. Vadivel

  DOI：10.1016/j.tet.2012.04.101

  日期：2012.7

  The selective biocatalyzed synthesis of 2-monoacylglycerols (2-MAGs) through the use of commercially available immobilized Candida antarctica (Novozym435) and Rhizomucor miehei is explored. Reactions at room temperature result in the formation of a 2-MAG and a corresponding ethyl ester of the fatty acid with immobilized C. antarctica within 2 h with yields ranging from 36% to 83%. Similar reaction conditions with immobilized R. miehei yielded exclusively the 2-MAG after 24 h with yields ranging from 37% to 88%. Yields vary on the acyl group at the sn-2 position and choice of enzyme involved. (c) 2012 Elsevier Ltd. All rights reserved.