(1R,2R,4R)-(-)-isobornyl butyrate | 107910-89-4

• 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: (1R,2R,4R)-(-)-isobornyl butyrate
• 英文别名: [(1R,2R,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] butanoate
• CAS: 107910-89-4
• 化学式: C₁₄H₂₄O₂
• 分子量: 224.343
• InChiKey: VIPNQHBVIDJXJE-GYSYKLTISA-N

物化性质

• 沸点：
  254.0±8.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 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：

  (-)-莰烯 、 丁酸 在 H₃PW₁₂O₄₀/SiO₂ 作用下， 以 异辛烷 为溶剂， 反应 4.0h， 生成 (1R,2R,4R)-(-)-isobornyl butyrate
  参考文献：
  名称：

  Esterification of camphene over heterogeneous heteropoly acid catalysts: Synthesis of isobornyl carboxylates

  摘要：

  Silica supported H3PW12O40 (PW), the strongest heteropoly acid in the Keggin series, is an active and environmentally friendly solid acid catalyst for liquid-phase esterification of camphene, a renewable biomass-based substrate, with C-2, C-4 and C-6 short-chain fatty acids. The reaction provides isobornyl carboxylates, useful as fragrances, in virtually 100% selectivity and 80-90% yield. The reaction is equilibrium-controlled and occurs under mild conditions with a catalyst turnover number of up to 3000. The use of hydrocarbon solvent prevents PW from leaching to allow easy catalyst recovery. The catalyst can be reused several times without loss of activity and selectivity. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2011.09.032

文献信息

• [EN] ENANTIOSELECTIVE HYDROLYSIS<br/>[FR] HYDROLYSE ÉNANTIOSÉLECTIVE
  申请人：[en]TECHNISCHE UNIVERSITÄT GRAZ

  公开号：WO2022171652A2

  公开（公告）日：2022-08-18

  The present invention relates to a method of hydrolysing bicyclic monoterpenes with an α/β-hydrolase-fold esterase being a carboxyl esterase comprising or consisting of an amino acid sequence with at least 80% identity to SEQ ID No. 1 or SEQ ID No. 4 and comprising a catalytic motif of Ser-X-X-Lys (SEQ ID No. 2), wherein X is any amino acid residue, or a catalytic motif of Ser- (Z)n-Glu- (Z)m-His (SEQ ID No. 5), wherein (Z)nand (Z) are a chain of amino acids of a length of 20 to 200 amino acids.
• Esterification of camphene over heterogeneous heteropoly acid catalysts: Synthesis of isobornyl carboxylates
  作者：Augusto L.P. de Meireles、Kelly A. da Silva Rocha、Ivan V. Kozhevnikov、Elena V. Gusevskaya

  DOI：10.1016/j.apcata.2011.09.032

  日期：2011.12

  Silica supported H3PW12O40 (PW), the strongest heteropoly acid in the Keggin series, is an active and environmentally friendly solid acid catalyst for liquid-phase esterification of camphene, a renewable biomass-based substrate, with C-2, C-4 and C-6 short-chain fatty acids. The reaction provides isobornyl carboxylates, useful as fragrances, in virtually 100% selectivity and 80-90% yield. The reaction is equilibrium-controlled and occurs under mild conditions with a catalyst turnover number of up to 3000. The use of hydrocarbon solvent prevents PW from leaching to allow easy catalyst recovery. The catalyst can be reused several times without loss of activity and selectivity. (C) 2011 Elsevier B.V. All rights reserved.