2-酮辛酸甲酯 | 41172-04-7

• 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: 2-酮辛酸甲酯
• 英文名称: methyl 2-ketooctanoate
• 英文别名: methyl 2-oxooctanoate；2-Keto-octanoic acid, methyl ester
• CAS: 41172-04-7
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: JCVKROPMQGWQGA-UHFFFAOYSA-N

物化性质

• 保留指数：
  1200;1195

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  2-酮辛酸甲酯 在 氢氧化钾 、 二乙胺基三氟化硫 、 phosphorus pentoxide 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 144.0h， 生成 2,2-difluoro-N,N-dioctyloctanamide
  参考文献：
  名称：

  Amines That Transport Protons across Bilayer Membranes:  Synthesis, Lysosomal Neutralization, and Two-Phase pK_a Values by NMR

  摘要：

  It is desirable to be able to control the pH of lysosomes. A collection of lipophilic, nitrogenous bases, designed to act as membrane-active, catalytic proton transfer agents, were prepared and their effective pK(a)s measured in a vigorously stirred, two-phase system. One phase was a phosphate buffer whose pH was varied over the range ca, 1-11. The other was an immiscible, deuterated organic solvent in which the compounds preferentially resided even when protonated. When chemical shift changes versus the pH of the buffer were plotted, clear pK(a) curves were generated that are relevant to transmembrane proton transfer behavior. The two-phase pK(a)s increased with increasing counterion lipophilicity and with increasing organic solvent polarity, The compounds were also tested for their ability to neutralize the acidity of lysosomes, a model for other acidic vesicles involved in drug sorting. The most successful of these, imidazole 6a, has > 100 times the neutralizing power of ammonia, a standard lysosomotropic amine, causing a 1.7 unit rise in lysosomal pH of RAW cells at 0.1 mM, compared to a 0.2 and 1.4 unit rise for ammonium chloride at 0.1 and 10 mM, respectively.

  DOI：

  10.1021/jo960367f
• 作为产物：
  描述：

  庚酸 在 4-二甲氨基吡啶 、 二甲基二环氧乙烷 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 5.08h， 生成 2-酮辛酸甲酯
  参考文献：
  名称：

  Synthesis of α-Keto Esters and Amides via Oxidative Cleavage of Cyanoketophosphoranes by Dimethyldioxirane

  摘要：

  DOI：

  10.1021/jo0015974

文献信息

• [EN] ASPARAGINE DERIVATIVES AND METHODS OF USING SAME<br/>[FR] DÉRIVÉS D'ASPARAGINE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：SENDA BIOSCIENCES INC

  公开号：WO2021252640A1

  公开（公告）日：2021-12-16

  The present disclosure relates to compounds of formulas (A) and (I), pharmaceutically acceptable salts thereof, and solvates of any of the foregoing, pharmaceutical compositions comprising the same, methods of preparing the same, intermediate compounds useful for preparing the same, and methods for treating or prophylaxis of diseases, in particular cancer, such as colorectal cancer, using the same.

  本公开涉及式（A）和（I）的化合物，其药学上可接受的盐，以及任何上述化合物的溶剂化合物，包括相同的药物组合物，制备相同的方法，用于制备相同的中间化合物，以及使用相同的方法治疗或预防疾病，特别是癌症，如结直肠癌。
• On the use of 3-bromopropyne as a reagent for the introduction of the pyruvate moiety
  作者：Chen Chen、David Crich

  DOI：10.1039/c39910001289

  日期：——

  In the presence of metallic zinc 3-bromopropyne reacts with aldehydes to give homopropynylic alcohols which are converted to the corresponding bromohomopropynylic acetates by acetylation followed by reaction with N-bromosuccinimide and a catalytic quantity of silver acetate; these derivatives are then oxidized to γ-acetoxy-α-ketoesters with osmium tetroxide and tert-butyl hydroperoxide resulting in a convenient four step sequence for the introduction of the pyruvate moiety.

  在金属锌存在下，3-溴丙炔与醛反应生成同三碳炔醇，随后通过乙酰化反应与N-溴代琥珀酰亚胺和少量乙酸银反应，转化为相应的溴代同三碳炔乙酸盐。这些衍生物再经四氧化锇和叔丁基过氧化氢氧化，生成γ-乙酰氧基-α-酮酯，从而实现了一个便捷的四步序列来引入丙酮酸部分。
• Concise Synthesis of α-Trisubstituted Amines from Ketones Using <i>N</i>-Methoxyamines
  作者：Yusuke Kurosaki、Kenji Shirokane、Takeshi Oishi、Takaaki Sato、Noritaka Chida

  DOI：10.1021/ol300622r

  日期：2012.4.20

  Three-component allylation and cyanation utilizing a ketone and an N-methoxyamine are reported. The high nucleophilicity of the N-methoxyamine and high electrophilicity of the corresponding iminium ion enable the concise synthesis of α-trisubstituted amines in a single step.

  报道了利用酮和N-甲氧基胺的三组分烯丙基化和氰化。N-甲氧基胺的高亲核性和相应亚胺离子的高亲电性使得能够在一个步骤中精确合成α-三取代胺。
• Method and product for skin lightening
  申请人：Unilever Home & Personal Care USA, Division of Conopco, Inc.

  公开号：US20030044362A1

  公开（公告）日：2003-03-06

  A method and cosmetic product for lightening skin is provided, the method including wiping the skin with a cosmetic towelette. Impregnated on the towelette is an alpha-hydroxy carboxylic acid or salt thereof and a sunscreen agent.

  提供一种用于美白皮肤的方法和化妆品产品，该方法包括用化妆湿巾擦拭皮肤。湿巾上浸渍有α-羟基羧酸或其盐以及防晒剂。
• An efficient synthesis of aryl α-keto esters
  作者：Ming Ma、Changkun Li、Lingling Peng、Fang Xie、Xiu Zhang、Jianbo Wang

  DOI：10.1016/j.tetlet.2005.03.199

  日期：2005.5

  A new one-pot approach for the synthesis of aryl α-keto ester based on the diazo transfer and oxidation of diazo group is developed.

  提出了一种基于重氮转移和重氮基团氧化的单锅合成芳基α-酮酯的新方法。