tridecanedioic acid monomethyl ester | 3927-59-1

• 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: tridecanedioic acid monomethyl ester
• 英文别名: 12-(methoxycarbonyl)dodecanoic acid；monomethyl brassylate；monomethyl tridecanedioate；tridecanodioic acid monomethyl ester；monomethyl 1,11-undecanedicarboxylate；tridecandioic acid monomethyl ester；Tridecandisaeure-monomethylester；Brassylic acid monomethyl ester；13-methoxy-13-oxotridecanoic acid
• CAS: 3927-59-1
• 化学式: C₁₄H₂₆O₄
• 分子量: 258.358
• InChiKey: GPYDWIIQNNHYJO-UHFFFAOYSA-N

物化性质

• 熔点：
  49-50 °C
• 沸点：
  370.0±15.0 °C(Predicted)
• 密度：
  1.002±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  tridecanedioic acid monomethyl ester 在 氯化亚砜 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 1.0h， 生成 癸烷
  参考文献：
  名称：

  NMR-based molecular ruler for determining the depth of intercalants within the lipid bilayer

  摘要：

  The development of "molecular rulers" would allow one to quantitatively locate the penetration depth of intercalants within lipid bilayers. To this end, an attempt was made to correlate the C-13 NMR chemical shift of polarizable "reporter" carbons (e.g., carbonyls) of intercalants within DMPC liposomal bilayers - with the polarity it experiences, and with its Angstrom distance from the interface.This requires families of molecules with two "reporter carbons" separated by a known distance, residing at various depths/polarities within the bilayer. For this purpose, two homologous series of dicarbonyl compounds, methyl n-oxooctadecanoates and the corresponding n-oxooctadecanoic acids (n = 4-16), were synthesized. To assist in assignment and detection several homologs in each system were prepared (13)C(-)enriched in both carbonyls. Within each family, the number of carbons and functional groups remains the same, with the only difference being the location of the second ketone carbonyl along the fatty acid chain. Surprisingly, the head groups within each family are not anchored near the lipid-water interface, nor are they even all located at the same depth. Nevertheless, using an iterative best fit analysis of the data points enables one to obtain an exponential curve. The latter gives substantial insight into the correlation between polarity (measured in terms of the Reichardt polarity parameter, E-T(30)) and penetration depth into the liposomal bilayer. Still missing from this curve are data points in the moderate polarity range. (C) 2014 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2014.07.007
• 作为产物：
  描述：

  十三碳二酸二甲酯 在 barium(II) hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 18.0h， 以65%的产率得到tridecanedioic acid monomethyl ester
  参考文献：
  名称：

  防御性瓢虫科生物碱的生物合成：脂肪酸在 Adaline、Coccinelline 和 Harmonine 中的掺入

  摘要：

  在这项研究中，我们报告了几种标记脂肪酸在瓢虫生物碱瓢虫碱 (Coccinella 7-punctata)、阿达琳 (Adalia 2-punctata) 和和谐 (Harmonia axyridis) 中的体外掺入实验。所得结果清楚地表明，硬脂酸是瓢虫碱和海葵碱的前体，而肉豆蔻酸是阿达林碳骨架的起源。介绍了这些生物碱生物合成的可能途径。

  DOI：

  10.1002/ejoc.201101563

文献信息

• Compound comprising a fluorine-substituted alkyl group and a liposome contrast medium comprising the compound
  申请人：FUJIFILM Corporation

  公开号：EP1916255A3

  公开（公告）日：2012-08-22

  A steroid ester compound of a terminally-fluorinated alkyl fatty acid, a steroid compound having bis(trifluoromethyl)phenyl group, a phosphatidylserine compound having a terminally-fluorinated alkyl group, a glyceride compound having bis(trifluoromethyl phenyl group, or a glyceride compound having a terminally-fluorinated alkyl group. A vascular lesion can be selectively imaged by using a contrast medium comprising a liposome containing said compound or a salt thereof.

  一种具有终端氟化烷基脂肪酸的类固醇酯化合物，一种具有双(三氟甲基)苯基的类固醇化合物，一种具有终端氟化烷基团的磷脂酰丝氨酸化合物，一种具有双(三氟甲基苯基的甘油酯化合物，或一种具有终端氟化烷基团的甘油酯化合物。通过使用含有该化合物或其盐的脂质体的造影剂，可以选择性地成像血管病变。
• [EN] METAL-FREE METHOD FOR OXIDATIVE CLEAVAGE OF VIC-DIOLS TO CARBOXYLIC ACIDS<br/>[FR] PROCÉDÉ SANS MÉTAL POUR LE CLIVAGE OXYDATIF DE VIC-DIOLS EN ACIDES CARBOXYLIQUES
  申请人：CONSEJO SUPERIOR INVESTIGACION

  公开号：WO2021224063A1

  公开（公告）日：2021-11-11

  The invention relates to a simple and efficient metal-free method for oxidative cleavage of vic-diols, in particular those derived from fatty esters, to the corresponding carboxylic acids, using a cheap, safe and environmentally friendly oxidant under mild conditions wherein oxone® is used as an oxidant and a halide as a catalyst in presence of the accurate organic solvent.

  这项发明涉及一种简单高效的无金属氧化剪切邻二醇的方法，特别是那些来源于脂肪酯的邻二醇，将其转化为相应的羧酸，在温和条件下使用一种廉价、安全和环保的氧化剂，其中氧松®被用作氧化剂，卤化物作为催化剂存在于准确的有机溶剂中。
• Metal-Free Decarboxylative Hetero-Diels–Alder Synthesis of 3-Hydroxypyridines: A Rapid Access to <i>N</i>-Fused Bicyclic Hydroxypiperidine Scaffolds
  作者：Laurie-Anne Jouanno、Vincent Di Mascio、Vincent Tognetti、Laurent Joubert、Cyrille Sabot、Pierre-Yves Renard

  DOI：10.1021/jo402729a

  日期：2014.2.7

  A complete experimental and theoretical study of the thermally controlled metal-free decarboxylative hetero-Diels–Alder (HDA) reaction of 5-alkoxyoxazoles with acrylic acid is reported. This strategy offers a new entry to valuable 2,6-difunctionalized 3-hydroxypyridines from readily available 2- and 4-disubstituted 5-alkoxyoxazoles. The reaction conditions proved compatible with, among others, ketone

  报道了5-烷氧基恶唑与丙烯酸热控制的无金属脱羧杂狄尔斯-阿尔德（HDA）反应的完整实验和理论研究。该策略为易于获得的2-和4-二取代的5-烷氧基恶唑提供了有价值的2,6-二官能化的3-羟基吡啶的新入口。证明该反应条件尤其与酮，酰胺，酯，醚和腈基相容。该方案具有广泛的官能团耐受性，可通过吡啶脱芳构化策略快速而通用地获得羟基吲哚并咪唑和羟基喹oli嗪衍生物。
• Hydrogenation of carboxylic acids using bimetallic catalysts consisting of group 8 to 10, and group 6 or 7 metals
  作者：De-Hua He、Noriko Wakasa、Takamasa Fuchikami

  DOI：10.1016/0040-4039(94)02453-i

  日期：1995.2

  Hydrogenation of carboxylic acids to alcohols was effectively catalyzed by bimetallic systems consisting of Group 8 to 10 late transition-metals, and Group 6 or 7 early transition-metal carbonyls. These catalysts easily converted α,ω-dicarboxylic acid monoesters into ω-hydroxyalkanoic esters in good yields.

  羧酸加氢制醇可有效地由双金属体系催化，该双金属体系由8至10组晚期过渡金属和6至7组早期过渡金属羰基组成。这些催化剂容易以高收率将α，ω-二羧酸单酯转化为ω-羟基链烷酸酯。
• The chemistry of the metasternal gland secretion of the eucalypt longicorn Phoracantha synonyma (Coleoptera : Cerambycidae)
  作者：BP Moore、WV Brown

  DOI：10.1071/ch9761365

  日期：——

  The metasternal gland secretion of Phoracantha synonyma contains a diversity of volatile components, one of which, 2-hydroxy-6-methylbenzaldehyde (1), is of widespread occurrence in the genus. Threemajor components and several minor components are macrocyclic lactones, of which the following have been positively identified: decan-9-olide (2), (2)-dec-4-en-9-olide (3) and 11-hydroxytetradec-5-en-13-olide (4). The methyl and ethyl esters of 2-methylbutyric and related acids are also present and are responsible for the characteristic odour of the fresh secretion.

  胸腺 腺分泌物中含有多种挥发性成分。 含有多种挥发性成分，其中一种是 2-hydroxy-6-methylbenzaldehyde (1)、 2-hydroxy-6-methylbenzaldehyde (1)，在该属中广泛存在。 三种主要成分和 三种主要成分和几种次要成分是大环内酯，其中 癸-9-内酯（2）、(2)-癸-4-烯-9-内酯（3）和 11-羟基十四烷-5-内酯（4）。 11-hydroxytetradec-5-en-13-olide (4).2-甲基丁酸的甲酯和乙酯 2-甲基丁酸和相关酸的甲酯和乙酯，它们是新鲜分泌物特有气味的来源。 新鲜分泌物的特有气味。