bornyl 2,4-dioxopentanoate | 92372-05-9

• 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: bornyl 2,4-dioxopentanoate
• 英文别名: acetoacetic acid bornyl ester；Acetessigsaeure-bornylester；isobornyl acetoacetate；1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetoacetate；(1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl) 3-oxobutanoate
• CAS: 92372-05-9
• 化学式: C₁₄H₂₂O₃
• 分子量: 238.327
• InChiKey: RGHAHCRVPZUAPH-UHFFFAOYSA-N

物化性质

• LogP：
  3.098 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bornyl 2,4-dioxopentanoate 、 N,N-二甲基甲酰胺二甲基缩醛 在 sodium hydroxide 作用下， 生成 2-Formyl-3-oxo-butyric acid 1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
  参考文献：
  名称：

  光学活性α-烷氧基羰基-β-酮亚氨基锰(III)配合物催化未官能化烯烃的不对称好氧环氧化

  摘要：

  发现光学活性的 N,N'-亚乙基双（α-烷氧基羰基-β-酮亚胺）是一类新的锰（III）配合物催化剂的有效配体，用于简单烯烃（如 1,2-二氢萘）的不对称有氧环氧化衍生物，以提供具有良好至高对映选择性的相应光学活性环氧化物。

  DOI：

  10.1246/cl.1993.327
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 borneol 以 正辛烷 为溶剂， 以51%的产率得到bornyl 2,4-dioxopentanoate
  参考文献：
  名称：

  Transesterification of copper(II) ?-ketoesterates and acylpyruvates with borneol

  摘要：

  Transesterification of copper(II) acetoacetates, copper(II) trifluoroacetoacetate, and copper(II) acylpyruvates with borneol gives the copper(II) chelates of the corresponding bornyl esters in 92-95 % yields. Bornyl acetyl- and perfluoroacylpyruvates were synthesized for the first time by decomposing the respective chelates with hydrogen chloride. Bornyl acylpyruvates react with hydrazine hydrate to give 5-alkyl-3-bornyloxycarbonylpyrazoles.

  DOI：

  10.1007/bf00698945

文献信息

• Sustainable Transesterification of β-Ketoesters Catalyzed by Amine Grafted on Silica Gel<b />
  作者：Hisahiro Hagiwara、Aiko Koseki、Kohei Isobe、Ken-ichi Shimizu、Takashi Hoshi、Toshio Suzuki

  DOI：10.1055/s-2004-831309

  日期：——

  Transesterification of β-ketoesters with various alcohols has been effected by N,N-diethylaminopropylated silica gel (NDEAP) as a catalyst in refluxing xylene. Generality of the reaction was demonstrated by successful transesterification of olefinic alcohols, tertiary alcohols and alcohols having acid- or base-sensitive substituents. The catalyst has been efficiently recycled more than five times without any re-activation.

  用N,N-二乙基氨基丙基化硅胶（NDEAP）作为催化剂，在回流的二甲苯中实现了β-酮酯与各种醇的酯交换反应。反应的普遍性通过成功地对烯醇、三级醇以及具有酸性或碱性敏感取代基的醇进行酯交换得到验证。该催化剂在未经过任何再活化的情况下，已高效回收超过五次。
• Bornyl and isobornyl esters of carboxylic acids of condensed
  申请人：Uralsky politekhnichesky institut

  公开号：US05166348A1

  公开（公告）日：1992-11-24

  Bornyl and isobornyl esters of carboxylic acids of condensed tetrahydroquinoxalines having the general formula ##STR1## where R.sup.1 is CH.sub.3 or C.sub.2 H.sub.5 ##STR2## where R.sup.2 is ##STR3## The proposed compounds are active against viruses and can therefore be used in medicine.

  具有一般公式##STR1##的紧缩四氢喹啉的羧酸的丁基和异丁基酯，其中R.sup.1是CH.sub.3或C.sub.2 H.sub.5##STR2##其中R.sup.2是##STR3##提出的化合物对病毒具有活性，因此可以在医学中使用。
• Enantiomerically selective cyclopropanation
  申请人：Taylor Dennis

  公开号：US20050054877A1

  公开（公告）日：2005-03-10

  A method of forming a cyclopropane having enhanced chirality said method comprising reacting together: a symmetrical 1,2-dioxine of the formula (1), wherein X and Y are the same and are groups in which a carbon atom is bonded to the dioxine backbone; and a phosphorus ylide or a phosphorus ylide precursor, in the presence of a cobalt catalyst containing a chiral ligand.

  一种形成具有增强手性的环丙烷的方法，该方法包括在手性配体存在的钴催化剂的存在下，反应对称的式（1）的1,2-二氧杂环烷，其中X和Y相同且是与二氧杂环烷骨架上的碳原子成键的基团；以及一个膦叶立德或膦叶立德前体。
• BORNYL AND ISOBORNYL CARBOXYLIC ESTERS OF CONDENSED TETRAHYDROQUINOXALINES AS ANTIVIRAL AGENTS
  申请人：URALSKY POLITEKHNICHESKY INSTITUT IMENI S.M. KIROVA

  公开号：EP0456843A1

  公开（公告）日：1991-11-21

  Bornyl and isobornyl carboxylic esters of condensed tetrahydroquinoxalines of general formula (I), wherein R¹ represents CH₃ or C₂H₅, (a) represents (b) or (c), wherein R² represents (d) or (e). The claimed compositions have antivirus action and may be used in medicine.

  通式(I)的缩合四氢喹喔啉的硼烷基和异硼烷基羧酸酯，其中 R¹ 代表 CH₃ 或 C₂H₅，(a) 代表 (b) 或 (c)，R² 代表 (d) 或 (e)。所述组合物具有抗病毒作用，可用于医药。
• Efficient transesterification of ethyl acetoacetate with higher alcohols without catalysts
  作者：L.I. Koval、V.I. Dzyuba、O.L. Ilnitska、V.I. Pekhnyo

  DOI：10.1016/j.tetlet.2008.01.018

  日期：2008.3

  The transesterification of ethyl acetoacetate (EtOAcac) without the use of catalysts is shown for primary, secondary and tertiary alcohols. The use of molecular sieves, which are used to shift the equilibrium, allows the synthesis of products in high yields and acceptable reaction times, which are on a par with those for transesterification processes using catalysts. The kinetics of the transesterification of EtOAcac with tert-amyl alcohol is studied. (c) 2008 Elsevier Ltd. All rights reserved.