Malonsaeure-didecylester | 20602-34-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Malonsaeure-didecylester
• 英文别名: Propanedioic acid, didecyl ester；didecyl propanedioate
• CAS: 20602-34-0
• 化学式: C₂₃H₄₄O₄
• 分子量: 384.6
• InChiKey: BOOQKINTOVSZKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  27
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Malonsaeure-didecylester 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 tetraphosphorus decasulfide 、 2-巯基苯并噻唑 作用下， 以 xylene 为溶剂， 反应 1.5h， 以25%的产率得到5-Decylthio-3H-1,2-dithiole-3-thione
  参考文献：
  名称：

  一锅法合成 5-Alkylthio-3H-1,2-dithiole-3-thiones：优势和范围

  摘要：

  在 2-巯基苯并噻唑/ZnO 作为催化剂存在下，丙二酸二烷基酯与 P 2S5/S8 在沸腾二甲苯中的反应产生 5-烷硫基-3 H-1,2-二硫醇-3-硫酮作为主要可识别产物。用伯醇的丙二酸酯获得中等产率。用仲醇的丙二酸酯反应失败。关于位置 2 的取代基，具有 CH3、Ph、CH2Ph、OCH3 和 Cl 等基团的丙二酸二烷基酯提供相应的 4-取代衍生物，而使用 Br 和 NO2 不提供预期产物。描述了一些机械证据。

  DOI：

  10.1055/s-2000-8202
• 作为产物：
  描述：

  癸醇 、 alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 Malonsaeure-didecylester
  参考文献：
  名称：

  Backer; Lolkema, Recueil des Travaux Chimiques des Pays-Bas, 1938, vol. 57, p. 1234,1246

  摘要：

  DOI：

文献信息

• One-Pot Synthesis of 5-Alkylthio-3H-1,2-dithiole-3-thiones: Advantages and Scopes
  作者：Mario L. Aimar、Rita H. de Rossi

  DOI：10.1055/s-2000-8202

  日期：——

  The reaction of dialkyl malonate esters with P 2S5/S8 in boiling xylene in the presence of 2-mercaptobenzothiazole/ZnO as catalyst produces 5-alkylthio-3 H-1,2-dithiole-3-thiones as major identifiable product. Moderate yields were obtained with malonate esters of primary alcohols. The reaction fails with malonate esters of secondary alcohols. Regarding the substituent in position two, di- alkyl malonates

  在 2-巯基苯并噻唑/ZnO 作为催化剂存在下，丙二酸二烷基酯与 P 2S5/S8 在沸腾二甲苯中的反应产生 5-烷硫基-3 H-1,2-二硫醇-3-硫酮作为主要可识别产物。用伯醇的丙二酸酯获得中等产率。用仲醇的丙二酸酯反应失败。关于位置 2 的取代基，具有 CH3、Ph、CH2Ph、OCH3 和 Cl 等基团的丙二酸二烷基酯提供相应的 4-取代衍生物，而使用 Br 和 NO2 不提供预期产物。描述了一些机械证据。
• Method for Producing Fluorine-Containing Cyclopropane Carboxylic Acid Compound
  申请人：CENTRAL GLASS COMPANY, LIMITED

  公开号：US20180186763A1

  公开（公告）日：2018-07-05

  The present invention provides an industrially applicable method for production of a fluorine-containing cyclopropane carboxylic acid compound useful as an intermediate for pharmaceutical and agrichemical products. A fluorine-containing cyclopropane monoester is obtained by: forming a fluorine-containing cyclic sulfate with the use of a fluorine-containing dial compound and sulfuryl fluoride (as a cyclic sulfuric esterification step); reacting the fluorine-containing cyclic sulfate with a malonic diester, thereby forming a fluorine-containing cyclopropane diester (as a cyclopropanation step); and hydrolyzing the fluorine-containing cyclopropane diester (as a hydrolysis step). The fluorine-containing cyclopropane carboxylic acid compound, such as fluorine-containing cyclopropane monoester or its salt, can be obtained with high chemical and optical purity by mixing the fluorine-containing cyclopropane monoester with an amine and subjecting the resulting salt of the fluorine-containing cyclopropane monoester and amine to recrystallization purification.

  本发明提供了一种工业上可应用的生产含氟环丙烷羧酸化合物的方法，该化合物可用作制药和农药产品的中间体。通过以下步骤获得含氟环丙烷单酯：使用含氟二醇化合物和氟磺酰氟形成含氟环状硫酸酯（作为环状硫酸酯化步骤）；将含氟环状硫酸酯与丙二酸二酯反应，从而形成含氟环丙烷二酯（作为环丙烷化步骤）；并水解含氟环丙烷二酯（作为水解步骤）。通过将含氟环丙烷单酯与胺混合并将所得的含氟环丙烷单酯和胺的盐进行重结晶纯化，可以获得高化学和光学纯度的含氟环丙烷羧酸化合物，例如含氟环丙烷单酯或其盐。
• METHOD FOR PRODUCING FLUORINE-CONTAINING CYCLOPROPANE CARBOXYLIC ACID COMPOUND
  申请人：Central Glass Co., Ltd.

  公开号：EP3315497A1

  公开（公告）日：2018-05-02

  The present invention provides an industrially applicable method for production of a fluorine-containing cyclopropane carboxylic acid compound useful as an intermediate for pharmaceutical and agrichemical products. A fluorine-containing cyclopropane monoester is obtained by: forming a fluorine-containing cyclic sulfate with the use of a fluorine-containing diol compound and sulfuryl fluoride (as a cyclic sulfuric esterification step); reacting the fluorine-containing cyclic sulfate with a malonic diester, thereby forming a fluorine-containing cyclopropane diester (as a cyclopropanation step); and hydrolyzing the fluorine-containing cyclopropane diester (as a hydrolysis step). The fluorine-containing cyclopropane carboxylic acid compound, such as fluorine-containing cyclopropane monoester or its salt, can be obtained with high chemical and optical purity by mixing the fluorine-containing cyclopropane monoester with an amine and subjecting the resulting salt of the fluorine-containing cyclopropane monoester and amine to recrystallization purification.

  本发明提供了一种工业上适用的方法，用于生产一种可用作医药和农化产品中间体的含氟环丙烷羧酸化合物。含氟环丙烷单酯通过以下方法获得：使用含氟二元醇化合物和硫酰氟形成含氟环硫酸盐（作为环硫酸酯化步骤）；含氟环硫酸盐与丙二酸二酯反应，从而形成含氟环丙烷二酯（作为环丙烷化步骤）；以及水解含氟环丙烷二酯（作为水解步骤）。通过将含氟环丙烷单酯与胺混合，并将得到的含氟环丙烷单酯和胺的盐进行重结晶纯化，可以得到化学和光学纯度较高的含氟环丙烷羧酸化合物，如含氟环丙烷单酯或其盐。
• Method for producing fluorine-containing cyclopropane carboxylic acid compound
  申请人：Central Glass Company, Limited

  公开号：US10450291B2

  公开（公告）日：2019-10-22

  The present invention provides an industrially applicable method for production of a fluorine-containing cyclopropane carboxylic acid compound useful as an intermediate for pharmaceutical and agrichemical products. A fluorine-containing cyclopropane monoester is obtained by: forming a fluorine-containing cyclic sulfate with the use of a fluorine-containing dial compound and sulfuryl fluoride (as a cyclic sulfuric esterification step); reacting the fluorine-containing cyclic sulfate with a malonic diester, thereby forming a fluorine-containing cyclopropane diester (as a cyclopropanation step); and hydrolyzing the fluorine-containing cyclopropane diester (as a hydrolysis step). The fluorine-containing cyclopropane carboxylic acid compound, such as fluorine-containing cyclopropane monoester or its salt, can be obtained with high chemical and optical purity by mixing the fluorine-containing cyclopropane monoester with an amine and subjecting the resulting salt of the fluorine-containing cyclopropane monoester and amine to recrystallization purification.

  本发明提供了一种工业上适用的方法，用于生产一种可用作医药和农化产品中间体的含氟环丙烷羧酸化合物。含氟环丙烷单酯通过以下方法获得：使用含氟拨号化合物和硫酰氟形成含氟环硫酸盐（作为环硫酸酯化步骤）；含氟环硫酸盐与丙二酸二酯反应，从而形成含氟环丙烷二酯（作为环丙烷化步骤）；以及水解含氟环丙烷二酯（作为水解步骤）。通过将含氟环丙烷单酯与胺混合，并将得到的含氟环丙烷单酯和胺的盐进行重结晶纯化，可以得到化学和光学纯度较高的含氟环丙烷羧酸化合物，如含氟环丙烷单酯或其盐。
• Chemo-enzymatic process
  申请人：Genomatica, Inc.

  公开号：US11008597B2

  公开（公告）日：2021-05-18

  The present disclosure relates to processes that combine microbial production of organic intermediates and subsequent synthetic transformation to provide compounds of industrial value, including compounds used in fragrances.

  本公开涉及将微生物生产有机中间体和后续合成转化结合起来以提供具有工业价值的化合物（包括用于香料的化合物）的工艺。