9-乙酰氧基壬酸 | 30993-88-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 9-乙酰氧基壬酸
• 英文名称: 9-acetoxy nonanoic acid
• 英文别名: 9-Acetoxy-nonansaeure；9-Acetoxy-nonansaeure-(1)；9-Acetoxynonanoic acid；9-acetyloxynonanoic acid
• CAS: 30993-88-5
• 化学式: C₁₁H₂₀O₄
• 分子量: 216.277
• InChiKey: ODWCMLMGGBIKEJ-UHFFFAOYSA-N

物化性质

• 沸点：
  192-193 °C(Press: 10 Torr)
• 密度：
  1.025 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  9-乙酰氧基壬酸 在 氢氧化钾 、 氯化亚砜 、 一水合肼 作用下， 以 二乙二醇 为溶剂， 反应 2.0h， 生成 16-羟基棕榈酸
  参考文献：
  名称：

  Synthesis of 15-Hydroxypentadecanoic and 16-hydroxyhexadecanoic acids

  摘要：

  DOI：

  10.1007/bf00942889
• 作为产物：
  描述：

  10-乙酰-1-癸 在 Oxone 、 四氧化锇 作用下， 以 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 3.0h， 以93%的产率得到9-乙酰氧基壬酸
  参考文献：
  名称：

  四氧化锇促进的烯烃催化氧化裂解：有机金属臭氧分解

  摘要：

  提出了一种温和的有机金属替代臭氧分解利用 oxone 和 OsO(4)。这是烯烃的直接氧化，通过 oxone 的作用通过锇酸酯的碳-碳裂解。二十四种不同的烯烃以高产率 (>80%) 转化为其相应的酮或羧酸。游离醇、乙酸酯和苄基保护的醇以及 1,2-二醇在这些条件下是稳定的。该方法适用于传统的有机合成。

  DOI：

  10.1021/ja017295g

文献信息

• Antibacterial monic acid derivatives
  申请人：Beecham Group p.l.c.

  公开号：US04812470A1

  公开（公告）日：1989-03-14

  A compound of the formula (I) ##STR1## wherein R is a group ##STR2## R.sup.1 is hydrogen, phenyl, C.sub.1-20 alkyl, C.sub.2-8 alkenyl or C.sub.2-8 alkynyl each of which may optionally be substituted; or C.sub.3-7 cycloalkyl, X is a divalent group --Y--C.dbd.C--, and Y is oxygen or sulphur, have antibacterial and/or antimycoplasmal activity.

  式(I)的化合物 其中R是一个基团 R.sup.1是氢、苯基、C.sub.1-20烷基、C.sub.2-8烯基或C.sub.2-8炔基，每个基团可能被取代；或C.sub.3-7环烷基，X是一个二价基团--Y--C.dbd.C--，Y是氧或硫，具有抗菌和/或抗支原体活性。
• What is the Optimal Evaluation Time of the QT Dispersion After Acute Myocardial Infarction for the Risk Stratification?
  作者：G. Kabakci、O. Önalan、M. Kemal Batur、A. Yildirir、R. Çağrikul、T. Açil、L. Tokgözoğlu、A. Oto、F. Özmen、S. Kes

  DOI：10.1177/000331970105200704

  日期：2001.7

  The sequential changes of the corrected QT dispersion (QTcD) were studied in 136 patients 1 day to 30 days after a transmural acute myocardial infarction (AMI) to investigate the optimal measurement time of QT dispersion for risk stratification. The study group included 136 patients (89 men; mean age, 57 ±10 years) with transmural AMI who were treated with throm bolytics (Tr+ group, n = 73) or not (Tr- group, n = 63) and 65 healthy controls (43 men; mean age, 56 ±7 years). Fourteen patients in whom ventricular tachycardia (VT), ventricular fibrilla tion (VF), or sudden cardiac death developed during the 30-day period were also evaluated as major cardiac arrhythmia (MCA) group. ECGs were obtained for each patient on days 1, 3, 5, 10, 15, and 30 after AMI. QTc dispersion in patients with AMI (for every period of QTcD after MI) was significantly more prolonged than in normal controls (49.3 ± 16.3 ms) (p < 0.001). QTcD was significantly greater in patients without thrombolytics than in patients with thrombolytics for every period (days 1, 3, 5, 10, 15, and 30) of QTcD after MI (p < 0.001). The mean of QTcD was significantly greater in patients with MCA than in patients without MCA group for every period (days 1, 3, 5, 10, 15, and 30) of QTcD after MI (p < 0.05). Maximal QTcD was seen on day 10 (p < 0.05 1st vs day 10 for each group) after myocardial infarction, and then reached a plateau for an each group. The ideal time to measure the QTD for risk stratification is at least 10 days after AMI.

  研究了136例透壁性急性心肌梗死（AMI）患者在接受溶栓治疗（Tr+组，n = 73）或不接受溶栓治疗（Tr-组，n = 63）后1天至30天内校正QT离散度（QTcD）的序贯变化，以探讨QT离散度测量时间对风险分层的最佳时间。研究组包括136例透壁性AMI患者（89名男性；平均年龄，57 ±10岁）和65名健康对照者（43名男性；平均年龄，56 ±7岁）。在30天内发生室性心动过速（VT）、心室颤动（VF）或心脏猝死的14例患者也被评估为重大心律失常（MCA）组。AMI后1、3、5、10、15和30天分别获得每位患者的ECG。AMI患者QTcD（MI后每个QTcD期间）较正常对照组明显延长（49.3 ± 16.3 ms）（p < 0.001）。MI后每个时期（1、3、5、10、15和30天）未接受溶栓治疗的患者QTcD显著高于接受溶栓治疗的患者（p < 0.001）。QTcD平均值在MCA组患者中较非MCA组患者每个时期（1、3、5、10、15和30天）显著升高（p < 0.05）。心肌梗死后第10天QTcD最大（p < 0.05，第1天与第10天各组比较），之后达到平台期。AMI后至少10天是测量QTD进行风险分层的理想时间。
• A facile synthesis of 1,4-benzoquinones having a hydroxyalkyl side chain.
  作者：GIICHI GOTO、KAYOKO OKAMOTO、TETSUYA OKUTANI、ISUKE IMADA

  DOI：10.1248/cpb.33.4422

  日期：——

  6-(ω-Hydroxyalkyl)-2, 3-dimethoxy-5-methyl-1, 4-benzoquinones (3) and 6-(ω-acetoxyalkyl)-2, 3-dimethoxy-5-methyl-1, 4-benzoquinones (26) having various carbon numbers (n) of the side chain were synthesized by the Friedel-Crafts coupling of 3, 4, 5-trimethoxytoluene (4) and ω-acetoxyalkanoyl chlorides (5) as a key step. The Fremy's salt oxidation or the salcomine-catalyzed oxidation of 6-(ω-hydroxyalkyl)-2, 3-dimethoxy-5-methylphenols (25) and their acetates (24), the key intermediates of the process, gave rise to 3 and 26, respectively, in good yields. The described method provides a good yield of the 1, 4-benzoquinones and is suitable for the synthesis of other quinonyl analogs. The effect on lipid peroxidation in canine brain homogenate of the 1, 4-benzoquinones (3) having various carbon numbers (n) of the side chain was studied. Among the compounds tested, 3 having a carbon number in the range of n=9-13 showed rather strong antioxidant activity.

  6-(ω-羟基烷基)-2,3-二甲氧基-5-甲基-1,4-苯醌(3)和6-(ω-乙酰氧基烷基)-2,3-二甲氧基-5-甲基-1,4-苯醌(26)具有不同的侧链碳数(n)，通过Friedel-Crafts耦合反应合成了3,4,5-三甲氧基甲苯(4)和ω-乙酰氧基烷酰氯(5)的关键步骤。Frémy盐氧化或水合氯化锡-催化氧化6-(ω-羟基烷基)-2,3-二甲氧基-5-甲基苯酚(25)及其乙酸盐(24)，该过程的关键中间体，分别以良好产率得到了3和26。所述方法提供了1,4-苯醌的高产率，并适用于其他醌类似物的合成。研究了1,4-苯醌(3)对犬脑匀浆中脂质过氧化的影响，具有不同的侧链碳数(n)。在测试的化合物中，n=9-13的3表现出相当强的抗氧化活性。
• Osmium Tetroxide-Promoted Catalytic Oxidative Cleavage of Olefins:  An Organometallic Ozonolysis
  作者：Benjamin R. Travis、Radha S. Narayan、Babak Borhan

  DOI：10.1021/ja017295g

  日期：2002.4.1

  A mild, organometallic alternative to ozonolysis utilizing oxone and OsO(4) is presented. This is a direct oxidation of olefins via the carbon-carbon cleavage of an osmate ester by the action of oxone. Twenty-four different olefins were converted to their corresponding ketones or carboxylic acids in high yields (>80%). Free alcohols, acetate- and benzyl-protected alcohols, and 1,2-diols were stable

  提出了一种温和的有机金属替代臭氧分解利用 oxone 和 OsO(4)。这是烯烃的直接氧化，通过 oxone 的作用通过锇酸酯的碳-碳裂解。二十四种不同的烯烃以高产率 (>80%) 转化为其相应的酮或羧酸。游离醇、乙酸酯和苄基保护的醇以及 1,2-二醇在这些条件下是稳定的。该方法适用于传统的有机合成。
• Catalytic osmium-assisted oxidative cleavage of olefins
  申请人：Board of Trustees of MICHIGAN STATE UNIVERSITY

  公开号：US20030149299A1

  公开（公告）日：2003-08-07

  An osmium-assisted process for the oxidative cleavage of oxidizable organic compounds such as unsaturated organic compounds, including alkenes and olefins into aldehydes, carboxylic acids, esters, or ketones. The process uses a metal catalyst comprising osmium and a peroxy compound selected from the group consisting of peroxymonosulfuric acid and salts thereof to oxidatively cleave the oxidizable organic compound. In particular, the process enables aldehydes, carboxylic acids, esters, or ketones to be selectively produced from the corresponding mono-, 1,1-di-, 1,2-di-, tri-, or tetra-substituted olefins in a reaction that produces the result of ozonolysis but with fewer problems. The present invention further provides a process for oxidizing an aldehyde alone or with the osmium in an interactive solvent to produce an ester or carboxylic acid.

  一种以锇为辅助剂的氧化剖析过程，用于将可氧化有机化合物如不饱和有机化合物（包括烯烃和烯烃）氧化剖析为醛、羧酸、酯或酮。该过程使用包括锇和过氧化物化合物的金属催化剂，所述过氧化物化合物选自过一硫酸单酯及其盐类，以氧化剖析可氧化有机化合物。特别地，该过程使得可以从相应的单取代、1,1-二取代、1,2-二取代、三取代或四取代烯烃中选择性地产生醛、羧酸、酯或酮，反应产物类似臭氧化剖析但问题较少。本发明还提供了一种将醛单独或与锇在交互溶剂中氧化以产生酯或羧酸的过程。