methyl 13-(chloroformyl)tridecanoate | 50516-00-2

• 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: methyl 13-(chloroformyl)tridecanoate
• 英文别名: monomethyl tetradecanoate acid chloride；Methyl 14-chloro-14-oxotetradecanoate
• CAS: 50516-00-2
• 化学式: C₁₅H₂₇ClO₃
• 分子量: 290.831
• InChiKey: LRTIOIAFWCGIIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  19
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 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：

  methyl 13-(chloroformyl)tridecanoate 在 sodium peroxide 作用下， 以 水 、 Petroleum ether 为溶剂， 反应 1.0h， 生成 bis-13-methoxycarbonyltridecanoyl peroxide
  参考文献：
  名称：

  Synthesis of quinones having carboxy- and hydroxy-alkyl side chains, and their effects on rat-liver lysosomal membrane.

  摘要：

  为了研究辅酶Q、α-生育酚和叶绿醌（Ia, b, c, IIa, b, c）的代谢产物结构活性关系，将3-羧基-2-丁烯基（IIIa, b, c）、6-羟基-3-甲基-2-己烯基（IVa, b, c）、4-羟基-3-甲基丁基（Va, b）、4-羟基-3-甲基-2-丁烯基（VIb, c）、ω-羧基烷基（VIIa, b, c）和ω-羟基烷基（VIIIa, b）侧链引入到2, 3-二甲氧基-5-甲基-1, 4-苯醌和2, 3, 5-三甲基-1, 4-苯醌的6-位以及2-甲基-1, 4-萘醌的3-位。研究了这些醌类化合物对大鼠肝脏溶酶体膜稳定性和牛心磷酸二酯酶活性的影响。苯醌衍生物（VIIa, b）的这些活性之间观察到了良好的相关性。

  DOI：

  10.1248/cpb.30.2797
• 作为产物：
  描述：

  十四烯二酸二甲酯 在 氢氧化钾 、 草酰氯 作用下， 以 甲醇 、 乙醚 、 甲苯 、 乙腈 为溶剂， 反应 58.0h， 生成 methyl 13-(chloroformyl)tridecanoate
  参考文献：
  名称：

  Novel (3,5-di-tert-butyl-2-hydroxy-phenylcarbamoyl)-alkanoic acids as potent antioxidants

  摘要：

  A series of novel phenolic antioxidants of amphiphilic structure has been synthesized. Investigations into the influence of aliphatic spacer length and nature of a hydrophilic anchor on the antioxidant activity allowed elucidating certain structure requirements for the membrane-addressed antioxidant designing. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.003

文献信息

• Method for therapy of ischemic disease
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04436753A1

  公开（公告）日：1984-03-13

  A mammal suffering from ischemic disease such as cerebral apoplexy, cardiac insufficiency, renal insufficiency due to vascular changes, etc. is remedied by administering to said mammal an effective amount of a compound of the formula: ##STR1## wherein n is an integer of from 4 to 22.

  患有缺血性疾病，如脑卒中、心脏功能不全、由于血管变化导致的肾功能不全等的哺乳动物，通过向该哺乳动物投予一定量的以下化合物来治疗：##STR1## 其中n为4至22的整数。
• Construction of Large Carbocyclic Rings by<i>Ireland-Claisen</i>Rearrangement of<i>O</i>-Silylated Lactone Enolates: Synthesis of (±)-muscone
  作者：Rudolf K. Brunner、Hans-Jürg Borschberg

  DOI：10.1002/hlca.19830660827

  日期：1983.12.14

  yield of 24%. The key steps involve an efficient transformation of the readily accessible 14-hydroxy-15-methyl-15-hexadecenoic acid (9) into the tetradecanolide 1 and a subsequent Ireland-Claisen rearrangement of its triethylsilyl enolate 2 to a 8:1-mixture of the stereoisomeric 15-membered carbocycles 4 and 10(Scheme 4).

  （±）-Muscone （5）是由13-（氯甲酰基）十三烷酸甲酯（6）分九步合成的，总收率为24％。的关键步骤涉及容易获得14-羟基-15-甲基-15-十六碳烯酸的有效变换（9）到所述tetradecanolide 1和随后的爱尔兰-克莱森其三乙基烯醇的重排2至8：1混合物立体异构的15元碳环4和10 （方案4）。
• Composition of lipids from sunflower pollen (Helianthus annuus)
  作者：Stefan Schulz、Cristian Arsene、Marianne Tauber、Jeremy N McNeil

  DOI：10.1016/s0031-9422(00)00089-3

  日期：2000.6

  The contents of the pollen lipids of the sunflower Helianthus annuus are described. The major component is the seco-triterpene helianyl octanoate, followed by new beta-diketones as second major group of compounds. They exhibit a shorter chain length and often other positions of the functional group compared to already known beta-diketones. Of particular note are the 1-phenyl-beta-diketones. not previously reported from nature. Further lipid classes present are related hydroxyketones and diols. Interestingly, new beta-dioxoalkanoic acids are present in the extracts. which most likely are biogenetic precursors of the diketones. Additionally, we investigated the composition of the pollen coat which resembles the total extract, but lacks the dioxoalkanoic acids and certain estolides. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Medicinal compositions comprising as an active ingredient substituted 1,4-benzoquinones
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0031727B1

  公开（公告）日：1986-07-30
• 2,3-Dialkoxy-1,4-quinone derivatives; method of producing 1,4-quinone derivatives
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0021841B1

  公开（公告）日：1984-10-24