adipic acid monoallyl ester | 10441-93-7

• 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: adipic acid monoallyl ester
• 英文别名: adipinic acid monoallyl ester；Adipinsaeure-monoallylester；6-(Allyloxy)-6-oxohexanoic acid；6-oxo-6-prop-2-enoxyhexanoic acid
• CAS: 10441-93-7
• 化学式: C₉H₁₄O₄
• 分子量: 186.208
• InChiKey: TWANNYVQEQHQGK-UHFFFAOYSA-N

物化性质

• 熔点：
  6 °C (approx)
• 沸点：
  168-170 °C(Press: 9.5 Torr)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  adipic acid monoallyl ester 在 吗啉 、 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 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 3.0h， 生成 phorbol 12-adipate-13-acetate-20-trityl
  参考文献：
  名称：

  Protein Kinase C Translocation by Modified Phorbol Esters with Functionalized Lipophilic Regions

  摘要：

  Several novel phorbol esters were prepared with polar functional groups terminating their C12 and/or C13 acyl chains. Designed to be inhibitory protein kinase C (PKC) ligands, these phorbol analogues contain various polar functional groups (amide, ester, carboxylic acid, or quaternary ammonium salt) to prevent membrane insertion of the PKC-phorbol ester complex. All phorbol derivatives were synthesized with use of diterpene starting materials obtained from croton oil, the seed oil of Croton tiglium. The ability of these derivatives to recruit PKC to the lipid bilayer-a usual requirement for enzyme activation-was determined by using a sucrose-loaded vesicle assay. Phorbol 12-octanoate-13-acetate derivatives translocate PKC-betaII to increasing degrees as the functionality on the C12 ester becomes more hydrophobic. Likewise, PKC translocation by carboxylic acid-containing phorbol esters was dependent upon length and saturation of the hydrocarbon tether. The most promising PKC inhibitors had short carboxylic acids capping their C12 and C13 acyl chains, since these compounds did not recruit PKC to any appreciable extent.

  DOI：

  10.1021/jo030029w
• 作为产物：
  描述：

  在 水 、 三乙胺 、 柠檬酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.08h， 生成 adipic acid monoallyl ester
  参考文献：
  名称：

  Selective deprotection and amidation of 2-pyridyl esters via N-methylation

  摘要：

  The 2-pyridyl residue serves as a protecting group for various carboxylic acids. The protecting group is selectively cleaved under mild conditions via N-methylation of the pyridyl group. During the deprotection process, the various functional groups as well as the other ester moieties remain intact. The N-methylated active esters can be subsequently transformed into amides. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.016

文献信息

• [EN] KETAL ESTER DERIVATIVES<br/>[FR] DÉRIVÉS CÉTO-ESTERS
  申请人：SEGETIS INC

  公开号：WO2010036884A1

  公开（公告）日：2010-04-01

  The present disclosure relates to the preparation of acrylate, alkacrylate, allyl, and polycarbonate derivatives of hydroxy ketal esters, and uses thereof.

  本公开涉及羟基缩醛酮酯的丙烯酸酯、烯丙酸酯、烯丙基和聚碳酸酯衍生物的制备以及它们的用途。
• [EN] PROCESSES FOR PRODUCING CAPROLACTAM AND DERIVATIVES THEREOF FROM FERMENTATION BROTHS CONTAINING DIAMMONIUM ADIPATE OR MONOAMMONIUM ADIPATE<br/>[FR] PROCÉDÉS POUR PRODUIRE DU CAPROLACTAME ET DES DÉRIVÉS DE CELUI-CI À PARTIR DE BOUILLONS DE FERMENTATION CONTENANT DE L'ADIPATE DE DIAMMONIUM OU DE L'ADIPATE DE MONOAMMONIUM
  申请人：BIOAMBER SAS

  公开号：WO2011159555A1

  公开（公告）日：2011-12-22

  Processes for producing caprolactam (CL) and derivatives thereof from adipic acid (AA) obtained from fermentation broths containing diammonium adipate (DAA) or monoammonium adipate (MAA).

  从含有二铵己二酸盐（DAA）或单铵己二酸盐（MAA）的发酵液中获得的己二酸（AA）生产己内酰胺（CL）及其衍生物的过程。
• [EN] PROCESSES FOR PRODUCING CAPROLACTAM AND DERIVATIVES THEREOF FROM FERMENTATION BROTHS CONTAINING DIAMMONIUM ADIPATE, MONOAMMONIUM ADIPATE AND/OR ADIPIC ACID<br/>[FR] PROCÉDÉS POUR PRODUIRE DU CAPROLACTAME ET DES DÉRIVÉS DE CELUI-CI À PARTIR DE BOUILLONS DE FERMENTATION CONTENANT DE L'ADIPATE DE DIAMMONIUM, DE L'ADIPATE DE MONOAMMONIUM ET/OU DE L'ACIDE ADIPIQUE
  申请人：BIOAMBER SAS

  公开号：WO2011159556A1

  公开（公告）日：2011-12-22

  Processes for making caprolactam (CL) from monoammonium adipate (MAA) and/or adipic aicd (AA) obtained from a clarified diammonium adipate-containing (DAA- containing) fermentation broth or MAA-containing fermentation broth and converting the MAA or AA to the CL with hydrogen in the presence of a catalyst at selected temperatures and pressures.

  从含有明确的双氨基己二酸（DAA-含量）发酵液或含有MAA的发酵液中获得的单氨基己二酸（MAA）和/或己二酸（AA）制备己内酰胺（CL）的工艺，并在选择的温度和压力下，在催化剂存在下将MAA或AA转化为CL。
• Isononyl benzoates and their use
  申请人：OXENO OLEFINCHEMIE GMBH

  公开号：US20040015007A1

  公开（公告）日：2004-01-22

  The invention relates to isomeric nonyl benzoates, processes for their preparation, mixtures of the same with alkyl phthalate, alkyl adipate, or alkyl cyclohexanedicarboxylate, and also to the use of these mixtures.

  该发明涉及同分异构的壬基苯甲酸酯，其制备方法，与烷基邻苯二甲酸酯、烷基己二酸酯或烷基环己二羧酸酯的混合物，以及这些混合物的用途。
• [EN] PROCESS FOR THE PREPARATION OF ADIPIC ACID<br/>[FR] PROCÉDÉ DE PRÉPARATION DE L'ACIDE ADIPIQUE
  申请人：DSM IP ASSETS BV

  公开号：WO2014096161A1

  公开（公告）日：2014-06-26

  The invention relates to a process for the preparation of adipic acid from adipic acid alkyl ester comprising: - subjecting an adipic acid alkyl ester to a hydrolysis reaction in the presence of water, at conditions of temperature and time suitable to form a hydrolysate comprising adipic acid; and - optionally recovering adipic acid from said hydrolysate, characterized in that the hydrolysis reaction is carried out in the initial presence of adipic acid, and further to adipic acid obtained by the process. The invention also relates to the use of adipic acid as an acid catalyst in the hydrolysis of adipic acid alkyl ester. The process may advantageously be carried out in the absence of a mineral acid or a heterogeneous catalyst. The adipic acid produces with the process may be low in metals and/or sulphates.

  本发明涉及一种从脂肪族酸二元酯制备己二酸的过程，包括：- 在水的存在下，使脂肪族酸二元酯发生水解反应，以适宜的温度和时间形成包含己二酸的水解产物；- 可选地从所述水解产物中回收己二酸，其特征在于在脂肪族酸的初始存在下进行水解反应，并进一步获得己二酸。本发明还涉及将己二酸用作脂肪族酸二元酯水解反应中的酸催化剂。该过程可以在缺乏矿酸或非均相催化剂的情况下优势地进行。通过该过程生产的己二酸可能含有较少的金属和/或硫酸盐。