dimethyl 6-oxononane-1,9-dioate | 85710-88-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: dimethyl 6-oxononane-1,9-dioate
• 英文别名: Dimethyl 4-oxononanedioate
• CAS: 85710-88-9
• 化学式: C₁₁H₁₈O₅
• 分子量: 230.261
• InChiKey: BBJHWYWWWRPDEH-UHFFFAOYSA-N

物化性质

• 沸点：
  319.5±22.0 °C(Predicted)
• 密度：
  1.075±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 6-oxononane-1,9-dioate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以88%的产率得到Dimethyl 4-hydroxynonanedioate
  参考文献：
  名称：

  Discovery of LFF571: An Investigational Agent for Clostridium difficile Infection

  摘要：

  Clostridium difficile (C. difficile) is a Gram positive, anaerobic bacterium that infects the lumen of the large intestine and produces toxins. This results in a range of syndromes from mild diarrhea to severe toxic megacolon and death. Alarmingly, the prevalence and severity of C. difficile infection are increasing; thus, associated morbidity and mortality rates are rising. 4-Aminothiazolyl analogues of the antibiotic natural product GE2270 A (1) were designed, synthesized, and optimized for the treatment of C. difficile infection. The medicinal chemistry effort focused on enhancing aqueous solubility relative to that of the natural product and previous development candidates (2, 3) and improving antibacterial activity. Structure-activity relationships, cocrystallographic interactions, pharmacokinetics, and efficacy in animal models of infection were characterized. These studies identified a series of dicarboxylic acid derivatives, which enhanced solubility/efficacy profile by several orders of magnitude compared to previously studied compounds and led to the selection of LFF571 (4) as an investigational new drug for treating C. difficile infection.

  DOI：

  10.1021/jm201685h
• 作为产物：
  描述：

  6-硝基己酸甲酯 在 Sodium tetraborate decahydrate 、 potassium permanganate 、 Amberlyst-A₂₁ 、 lithium methanolate 作用下， 反应 6.75h， 生成 dimethyl 6-oxononane-1,9-dioate
  参考文献：
  名称：

  Amberlyst-A21 as a New and Efficient Surface Catalyst for the Conjugate Addition of Nitroalkanes to Methyl Acrylate: An Improved Synthesis of Methyl 4-Nitro- and 4-Oxo-alkanoates

  摘要：

  在没有溶剂的情况下，使用Amberlyst-A21对亚硝基烯烃进行共轭加成到丙烯酸甲酯，可以获得良产率的4-硝基烷酸甲酯。随后使用高锰酸钾进行Nef反应，可以得到功能化的4-氧烷酸甲酯。

  DOI：

  10.1055/s-1987-28054

文献信息

• Die Oxidation von 3-(1-Nitro-2-oxocycloalkyl)propanal
  作者：Alois Zürcher、Manfred Hesse

  DOI：10.1002/hlca.19870700728

  日期：1987.11.4

  The Oxidation of 3-(1-Nitro-2-oxocycloalkyl)propanal

  3-（1-硝基-2-氧代环烷基）丙醛的氧化
• [EN] AMINOTHIAZOLES AND THEIR USES<br/>[FR] AMINOTHIAZOLES ET LEURS UTILISATIONS
  申请人：NOVARTIS AG

  公开号：WO2009074605A1

  公开（公告）日：2009-06-18

  The present application describes organic compounds that are useful for the treatment, prevention, and/or amelioration of diseases particularly bacterial infections, formula (I), and pharmaceutically acceptable salts, enantiomers, stereoisomers, rotamers, tautomers, diastereomers, atropisomers or racemates thereof, including the pyridine N-oxide thereof;

  本申请描述了有机化合物，该化合物对治疗、预防和/或缓解疾病特别是细菌感染很有用，该化合物的化学式为(I)，以及其药学上可接受的盐、对映体、立体异构体、转轮异构体、互变异构体、非对映异构体、环异构体或混合物，包括其吡啶N-氧化物。
• AMINIOTHIAZOLES AND THEIR USES
  申请人：Bushell Simon

  公开号：US20130231275A1

  公开（公告）日：2013-09-05

  The present application describes organic compounds that are useful for the treatment, prevention and/or amelioration of diseases particularly bacterial infections.

  本申请描述了有机化合物，可用于治疗、预防和/或改善疾病，特别是细菌感染。
• α-Nitrocycloalkanones as a new source for the one-pot synthesis of functionalized 1,4-diketones, γ-oxoaldehydes, γ-ketoesters, and methyl ω-oxoalkanoates
  作者：Roberto Ballini、Giovanna Bosica、Fabiola Gigli

  DOI：10.1016/s0040-4020(98)00391-3

  日期：1998.6

  Methyl omega-oxoalkanoates were obtained via ring cleavage of alpha-nitrocycloakanones by refluxing these compounds in a methanolic solution of KOH, then treating the obtained mixture, at 0 degrees C, with an aqueous solution of KMnO4/MgSO4. 1,4-Diketones, gamma-oxoaldehydes, and gamma-ketoesters were also prepared by conjugated addition of alpha-nitrocycloakanones to the appropriate conjugated enones, in MeOH/Ph3P, then by, in situ, ring cleavage-Nef reaction following the above conditions. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Electrooxidative cleavage of carbon-carbon bonds. 2. Double cleavage of .alpha.,.beta.-epoxy alkanones and enantiospecific syntheses of chiral methyl trans- and cis-chrysanthemates from (+)- and (-)-carvones
  作者：Sigeru Torii、Tsutomu Inokuchi、Ryu Oi

  DOI：10.1021/jo00160a002

  日期：1983.6