(-)-menthyl laurate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (-)-menthyl laurate
• 英文别名: lauric acid (1R,2S,5R)-menthyl ester；(-)-menthyl dodecanoate；[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] dodecanoate
• 化学式: C₂₂H₄₂O₂
• 分子量: 338.574
• InChiKey: DKFFWVHIJZJJCM-QHAWAJNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (-)-menthyl laurate 生成 L-薄荷醇
  参考文献：
  名称：

  Lipase-catalyzed ester formation in organic solvents an easy preparative resolution α-substituted cyclohexanols

  摘要：

  DOI：

  10.1016/s0040-4039(00)94756-7
• 作为产物：
  描述：

  百里酚 在 镍 NOF-5 strain 、 氢气 作用下， 以 甲醇 为溶剂， 30.0~170.0 ℃ 、1.47 MPa 条件下， 反应 72.0h， 生成 (-)-menthyl laurate
  参考文献：
  名称：

  Inagaki, Takashi; Ueda, Hiroo, Agricultural and Biological Chemistry, 1987, vol. 51, # 5, p. 1345 - 1348

  摘要：

  DOI：

文献信息

• Heterobimetallic Dinuclear Lanthanide Alkoxide Complexes as Acid–Base Difunctional Catalysts for Transesterification
  作者：Ruijie Zeng、Hongting Sheng、Yongcang Zhang、Yan Feng、Zhi Chen、Junfeng Wang、Man Chen、Manzhou Zhu、Qingxiang Guo

  DOI：10.1021/jo5016536

  日期：2014.10.3

  practical lanthanide(III)-catalyzed transesterification of carboxylic esters, weakly reactive carbonates, and much less-reactive ethyl silicate with primary and secondary alcohols was developed. Heterobimetallic dinuclear lanthanide alkoxide complexes [Ln2Na8(OCH2CH2NMe2)}12(OH)2] (Ln = Nd (I), Sm (II), and Yb (III)) were used as highly active catalysts for this reaction. The mild reaction conditions enabled

  开发了一种实用的镧系元素（III）催化的羧酸酯，弱反应性碳酸酯和低反应性硅酸乙酯与伯醇和仲醇的酯交换反应。异双金属双核镧系醇盐配合物[Ln 2 Na 8 （OCH 2 CH 2 NMe 2）} 12（OH）2 ]（Ln = Nd（I），Sm（II）和Yb（III））用作该反应的高活性催化剂。温和的反应条件使各种底物的酯交换反应能够以良好或高收率进行。上述配合物可以作为协同作用的酸碱双官能催化剂，从而使酯交换反应得到有效活化，与简单的酸/碱催化剂相比，该络合物被认为具有更高的反应活性。
• High-pressure transesterification of sterically hindered esters
  作者：Jan Romanski、Piotr Nowak、Krzysztof Kosinski、Janusz Jurczak

  DOI：10.1016/j.tetlet.2012.07.094

  日期：2012.9

  efficient method for the solvolysis of sterically hindered esters under high pressure is described. Transesterification is carried out in the presence of DBU at room temperature and at a pressure of 10 kbar to give quantitative conversions within short reaction times. The substrates examined included aromatic and aliphatic esters of sterically hindered alcohols and phenols. An optically pure benzyl ester

  描述了在高压下溶剂解位阻酯的温和，快速和有效的方法。酯交换反应是在DBU存在下于室温和10 kbar压力下进行的，以在较短的反应时间内给出定量转化率。检查的底物包括空间受阻醇和酚的芳族和脂族酯。选择光学纯的苯丙氨酸苄酯来研究氨基酸酯在高压反应条件下的外消旋作用。
• ESSENTIAL OIL DERIVATIVES, THEIR PREPARATION AND USES
  申请人：GASPERONI Giovanni

  公开号：US20180265804A1

  公开（公告）日：2018-09-20

  Compounds are described which are derivatives of essential oils, functionalized in order to improve their antibacterial, antiprotozoal and antiviral activity, reduce their volatility and modify their solubility in certain solvents, particularly water. Additionally, also the palatability has been significantly improved with respect to the starting essential oils. These compounds are designed 5 to be used as food ingredients in food products for nutritional purposes and extra-nutritional (as prebiotics) purposes, in both human and animal feed industries, even if these compounds can be successfully used also in cosmetics, detergents and for the control of the microbial load in general.

  描述了一些衍生自精油的化合物，经过官能化以提高其抗菌、抗原虫和抗病毒活性，降低其挥发性并改变其在特定溶剂中（尤其是水中）的溶解性。此外，相较于起始精油，这些化合物的口感也得到了显著改善。这些化合物被设计用作食品中的食品成分，用于营养目的和额外营养（作为益生元）目的，无论是在人类还是动物饲料行业中，即使这些化合物也可以成功用于化妆品、洗涤剂和一般微生物负载控制。
• Candida rugosa lipase: Enantioselectivity enhancements in organic solvents
  作者：Rose A. Persichetti、Jim J. Lalonde、Chandrika P. Govardhan、Nazer K. Khalaf、Alexey L. Margolin

  DOI：10.1016/0040-4039(96)01430-x

  日期：1996.9

  Chiral resolutions of carboxylic acids (1-3) and alcohol (4) were carried out through esterification or transesterification in organic solvents using cross-linked enzyme crystals (CLEC(R)) of Candida rugosa lipase (CRL). Comparison of these results with those of elude CRL reveal significant differences. As was seen in resolution through hydrolysis,(1) a marked improvement in enantioselectivity is realized with the CLEC. Additionally, the stability afforded the enzyme in CLEC form leads to a higher activity in organic solvent. Copyright (C) 1996 Elsevier Science Ltd
• Quantitative analyses of biochemical kinetic resolution of enantiomers. 2. Enzyme-catalyzed esterifications in water-organic solvent biphasic systems
  作者：Ching Shih Chen、Shih Hsiung Wu、Gary Girdaukas、Charles J. Sih

  DOI：10.1021/ja00243a040

  日期：1987.4