8-ethoxy-1-octanol | 51308-92-0

• 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: 8-ethoxy-1-octanol
• 英文别名: 8-ethoxy-octan-1-ol；8-Ethoxyoctan-1-ol
• CAS: 51308-92-0
• 化学式: C₁₀H₂₂O₂
• 分子量: 174.283
• InChiKey: LAYHMKGDTFMKGR-UHFFFAOYSA-N

物化性质

• 沸点：
  253.4±8.0 °C(Predicted)
• 密度：
  0.882±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-ethoxy-1-octanol 、 甲苯磺酸胆碱 在 三乙胺 、 三氯氧磷 、 吡啶 作用下， 以 氯仿 为溶剂， 反应 48.0h， 生成 8-Ethoxyoctyl 2-(trimethylazaniumyl)ethyl phosphate
  参考文献：
  名称：

  Synthesis and antiproliferative activity of alkylphosphocholines

  摘要：

  Alkylphosphocholines (APC) with one or more methylene groups in the alkyl chain replaced by oxygen atoms or carbonyl groups, or both have been assembled modularly using w-diols as central building blocks. Out of 25 new compounds of this kind, I I were evaluated for their antiproliferative activity on four cell lines and compared with miltefosine to evaluate their hemolytic activity (HA); and cytotoxicity on non-tumoral cells (MT2), used as markers of adverse effects. Compound 13 was more active on cancer cell lines than on non-tumoral cells and the data were similar for MTT and thymidine incorporation assays. It had less HA than miltefosine, Compound 13 could therefore be a candidate for the preparation of compounds with higher cytotoxicity on cancer cells and lower general toxicity. (C) 2003 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2003.08.002
• 作为产物：
  描述：

  1,8-辛二醇 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 8-ethoxy-1-octanol
  参考文献：
  名称：

  Synthesis and antiproliferative activity of alkylphosphocholines

  摘要：

  Alkylphosphocholines (APC) with one or more methylene groups in the alkyl chain replaced by oxygen atoms or carbonyl groups, or both have been assembled modularly using w-diols as central building blocks. Out of 25 new compounds of this kind, I I were evaluated for their antiproliferative activity on four cell lines and compared with miltefosine to evaluate their hemolytic activity (HA); and cytotoxicity on non-tumoral cells (MT2), used as markers of adverse effects. Compound 13 was more active on cancer cell lines than on non-tumoral cells and the data were similar for MTT and thymidine incorporation assays. It had less HA than miltefosine, Compound 13 could therefore be a candidate for the preparation of compounds with higher cytotoxicity on cancer cells and lower general toxicity. (C) 2003 Elsevier Ireland Ltd. All rights reserved.

  DOI：

  10.1016/j.chemphyslip.2003.08.002

文献信息

• [DE] VERFAHREN UND ZWISCHENPRODUKTE ZUR HERSTELLUNG VON alpha -METHOXYIMINOCARBONSÄUREMETHYLAMIDEN<br/>[EN] METHOD OF PREPARING alpha -METHOXYIMINOCARBOXYLIC ACID METHYLAMIDES, AND INTERMEDIATES USED IN THE METHOD<br/>[FR] PROCEDE DE PREPARATION DE METHYLAMIDES D'ACIDE alpha -METHOXYIMINOCARBOXYLIQUE ET INTERMEDIAIRES UTILISES A CET EFFET
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：WO1995034526A1

  公开（公告）日：1995-12-21

  (DE) Verfahren und Zwischenprodukte zur Herstellung von $g(a)-Methoxyiminocarbonsäuremethylamiden der Formel (I), (X = Nitro, Trifluormethyl, Halogen, Alkyl oder Alkoxy; n = 0, 1, 2, 3 oder 4; Y = ein C-organischer Rest) durch Pinner-Umsetzung eines Cyanoketons der Formel (II), mit einem Alkohol und anschließende Umsetzung des bei der Pinner-Reaktion gebildeten Esters der Formel (IV), mit Hydroxylamin zum Oxim der Formel (V), Methylierung von V zum Oximether der Formel (VI), und anschließende Umsetzung von (VI) mit Methylamin.(EN) The invention concerns a method of preparing $g(a)-methoxyiminocarboxylic acid methylamides of formula (I) (X = nitro, trifluoromethyl, halogen, alkyl or alkoxy; n = 0, 1, 2, 3 or 4; Y = an organic carbon group) by the Pinner reaction of a cyanoketone of formula (II) with an alcohol, followed by reaction of the ester of formula (IV) formed in the Pinner reaction with hydroxylamine to give an oxime of formula (V), methylation of (V) to give an oxime ether of formula (VI) and subsequent reaction of (VI) with methylamine. The invention also concerns the intermediates used in the method.(FR) L'invention concerne un procédé de préparation de méthylamides d'acide $g(a)-méthoxyiminocarboxylique de la formule (I) (X = nitro, trifluorométhyle, halogène, alkyle ou alcoxy; n = 0, 1, 2,3 ou 4; Y = un reste carbone organique, par réaction de Pinner d'une cyanocétone de la formule (II) avec un alcool, et par réaction subséquente de l'ester de la formule (IV) résultant de la réaction de Pinner avec de l'hydroxylamine pour former l'oxime de la formule (V), par méthylation de (V) pour former l'éther d'oxime de la formule (VI) et réaction subséquente de (VI) avec de la méthylamine. L'invention concerne également les intermédiaires utilisés dans la mise en oeuvre dudit procédé.

  该发明涉及以以下方式制备$g(a)-Methoxyiminocarbsäuremethylaminene$（化学式（I），X为硝基、 trifluoromethyl、卤素、烷基或多甲氧基；n为0、1、2、3或4；Y为有机碳基团）的方法：通过按Pinner反应将硝基甲炔酮（化学式（II））与酒精反应，随后将按Pinner反应生成的酯（化学式（IV））与水胺反应生成氧化物（化学式（V）），随后将（V）进行甲基化生成氧化物的甲基醚（化学式（VI）），然后将（VI）与甲胺反应。（DE）Verfahren und Zwischenprodukte zur Herstellung von $g(a)-Methoxyiminocarbsäuremethylaminene$ der Formel (I), (X = Nitro, Trifluormethyl, Halogen, Alkyl oder Alkoxy; n = 0, 1, 2, 3 oder 4; Y = ein C-organischer Rest) durch Pinner-Umsetzung eines Cyanoketons der Formel (II), mit einem Alkohol und anschließende Umsetzung des bei der Pinner-Reaktion gebildeten Esters der Formel (IV), mit Hydroxylamin zum Oxim der Formel (V), Methylierung von V zum Oximether der Formel (VI), und anschließende Umsetzung von (VI) mit Methylamin。（EN）The invention concerns a method of preparing $g(a)-methoxyiminocarboxylic acid methylamides of formula (I) (X = nitro, trifluoromethyl, halogen, alkyl or alkoxy; n = 0, 1, 2, 3 or 4; Y = an organic carbon group) by the Pinner reaction of a cyanoketone of formula (II) with an alcohol, followed by reaction of the ester of formula (IV) formed in the Pinner reaction with hydroxylamine to give an oxime of formula (V), methylation of (V) to give an oxime ether of formula (VI) and subsequent reaction of (VI) with methylamine. The invention also concerns the intermediates used in the method.
• DE2319573
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis of (3<i>E</i>)-Dodecen-12-olide, a Potential Pheromone Component of the Emerald Ash Borer
  作者：D. I. MaGee、P. D. Mayo、P. J. Silk、B. Beattie

  DOI：10.1080/00397911.2011.634083

  日期：2013.5.15

  Emerald ash borer (EAB), Agrilus planipennis Fairmaire, is an invasive insect that has killed millions of ash trees in the USA and Canada. A concise synthesis of a potential EAB pheromone component, (3E)-dodecen-12-olide, using highly stereoselective JuliaKocienski olefination as the key step, is reported. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.
• VERFAHREN UND ZWISCHENPRODUKTE ZUR HERSTELLUNG VON ALPHA-METHOXYIMINOCARBONSÄUREMETHYLAMIDEN
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP0765304A1

  公开（公告）日：1997-04-02
• GLYCOSYLATED SPECIFICITY EXCHANGER
  申请人：Sallberg Matti

  公开号：US20090305949A1

  公开（公告）日：2009-12-10

  The present invention is directed to ligand/receptor and antigen/antibody specificity exchangers comprising a saccharide or glycoconjugate. Methods of making these specificity exchangers and methods of using said specificity exchangers to treat or prevent human disease are described herein.