3-甲基戊烷酸酐 | 17612-08-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 3-甲基戊烷酸酐
• 英文名称: 3-methylpentanoic anhydride
• 英文别名: 2-methylbutyric anhydride；3-methylpentanoyl 3-methylpentanoate
• CAS: 17612-08-7
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: CDWXQSOCLQJWKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  3-甲基戊烷酸酐 在 hexafluorophosphoric acid 、 盐酸羟胺 、 sodium acetate 、 溶剂黄146 作用下， 反应 2.0h， 生成 (±)-2,6-di-sec-butyl-4-methylpyridine-N-oxide
  参考文献：
  名称：

  Vibrational circular dichroism of 2,6-di-sec-butyl-4-methylpyridine and 2,6-di-sec-butyl-4-methylpyridine-N-oxide: theoretical evidence on the existence of multiple –CH, –CH2, and –CH3⋯O intramolecular hydrogen bonds on the nitroxide oxygen

  摘要：

  Enantiopure (+/-)-2,6-di-sec-butyl-4-methylpyridine and its oxidized form (+/-)-2,6-di-sec-butyl-4-methylpyridine-N-oxide were prepared and then separated by chiral HPLC. Their stereochemical structures and their conformational distribution in solution were investigated using vibrational circular dichroism (VCD) and infrared spectroscopy (IR) combined with density functional theory (DFT). The experimental spectra have been compared with theoretical data. This comparison indicated that (-)-2,6-di-secbutyl-4-methylpyridine and its oxidized form (+)-2,6-di-sec-butyl-4-methylpyridine-N-oxide have an (S,S)-configuration and exist in several conformations. The good fit confirms the reliability of the conformational analysis. Our results indicated that going from the reduced form to the oxidized one strongly influences the type of conformers in solution. Moreover, DFT calculations showed that for all of the conformers of (S,S)-2,6-di-sec-butyl-4-methylpyridine-N-oxide, the formation of four centered intramolecular hydrogen bonds between the hydrogen of the -CH, -CH2, and -CH3 groups and the nitroxide oxygen is possible. Moreover the stability of the conformers of both compounds is influenced by the all-trans structure of the sec-butyl moieties. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.04.007
• 作为产物：
  描述：

  3-甲基戊酸 在 草酰氯 、 N,N-二甲基甲酰胺 、 三乙胺 作用下， 以 氘代乙腈 为溶剂， 反应 0.25h， 生成 3-甲基戊烷酸酐
  参考文献：
  名称：

  利用在线核磁共振光谱对 3-甲基戊酸与 Meldrum 酸反应的详细机理研究

  摘要：

  报道了使用在线 NMR 光谱对 3-甲基戊酸和 Meldrum 酸反应机理的深入研究。这项研究是之前对活性药物成分伊美巴林合成中这种化学转化的分析的扩展。3-甲基戊酸类似物在反应条件下表现出类似的行为。在线 NMR 光谱和离线表征实验揭示了有关该机制的新信息，为先前假设的二聚体酸酐中间体 3-甲基戊酸酐作为生产中间体提供了确凿的光谱证据。在该合成中还首次揭示了酰氯中间体 3-甲基戊酰氯的存在。版权所有 © 2015 John Wiley & Sons, Ltd.

  DOI：

  10.1002/mrc.4317

文献信息

• [EN] ALPHA HELIX MIMETICS AND METHODS RELATING THERETO<br/>[FR] MIMÉTIQUES D'HÉLICE ALPHA ET PROCÉDÉS S'Y RAPPORTANT
  申请人：PRISM BIOLAB CORP

  公开号：WO2012115286A1

  公开（公告）日：2012-08-30

  Alpha-helix mimetic structures and compounds represented by the formula (I) wherein the general formula and the definition of each symbol are as defined in the specification, a compound relating thereto, and methods relating thereto, are disclosed. Applications of these compounds in the treatment of medical conditions, e.g., cancer diseases, fibrotic diseases, and pharmaceutical compositions comprising the mimetics are further disclosed.

  α-螺旋拟态结构和由式(I)表示的化合物，其中一般式和每个符号的定义如规范中所定义，涉及的化合物以及涉及的方法被披露。还披露了这些化合物在治疗医疗状况（例如癌症疾病、纤维化疾病）中的应用，以及包含这些拟态体的药物组合物。
• Mixture of disaccharide esters of 3-methylpentanoic acid and acetic acid
  申请人：Unilever Patent Holdings B.V.

  公开号：US05444162A1

  公开（公告）日：1995-08-22

  A mixture of disaccharide esters of 3-methylpentanoic and acetic acid is prepared and used as flavor precursors. The esters average at least 4 and preferably at least 4.5 3-methylpentanoyl groups per disaccharide moiety, with remaining positions being substantially occupied by acetyl groups. Suitable disaccharides are sucrose and lactose. Preferably the disaccharide ester has an acetyl/methylpentanoyl group ratio of about 2.3 to 3.2:4.8 to 5.7. The disaccharide esters are suitable for flavoring products undergoing a heating step during preparation or consumption, such as ingredient mixes for extrusion, frying or baking, and especially tobacco. On heating they liberate 3-methylpentanoic acid and/or its decomposition products.

  制备了一种由3-甲基戊酸和乙酸的二糖酯混合物，用作风味前体。酯的平均值至少为4，最好至少为4.5个3-甲基戊酰基/二糖基，其余位置被乙酰基占据。适合的二糖是蔗糖和乳糖。最好的二糖酯具有约2.3至3.2:4.8至5.7的乙酰/甲基戊酰基比率。这些二糖酯适用于在制备或消费过程中经历加热步骤的调味产品，如挤压、油炸或烘烤的成分混合物，特别是烟草。加热时，它们会释放3-甲基戊酸和/或其分解产物。
• ALPHA HELIX MIMETICS AND METHODS RELATING THERETO
  申请人：Kouji Hiroyuki

  公开号：US20140051706A1

  公开（公告）日：2014-02-20

  Alpha-helix mimetic structures and compounds represented by the formula (I) wherein the general formula and the definition of each symbol are as defined in the specification, a compound relating thereto, and methods relating thereto, are disclosed. Applications of these compounds in the treatment of medical conditions, e.g., cancer diseases, fibrotic diseases, and pharmaceutical compositions comprising the mimetics are further disclosed.

  本文揭示了一种以公式（I）表示的α-螺旋类似结构和化合物，其中一般公式和每个符号的定义如规范中所定义，以及与之相关的化合物和方法。本文还揭示了这些化合物在治疗医学疾病，例如癌症、纤维化疾病以及包含类似物的制药组合物的应用。
• Disaccharide esters of 3-methylpentanoic acid
  申请人：QUEST INTERNATIONAL B.V.

  公开号：EP0538922A1

  公开（公告）日：1993-04-28

  The invention is concerned with disaccharide esters of 3-methylpentanoic and acetic acid and with their use as flavour precursors. The esters should on average have at least 4 and preferably at least 4.5 3-methylpentanoyl groups per disaccharide moiety, the remaining positions being substantially occupied by acetyl groups. Suitable disaccharides are sucrose and lactose. The disaccharide esters are suitable for flavouring products undergoing a heating step during preparation or consumption, such as ingredient mixes for extrusion, frying or baking, and especially tobacco. On heating they liberate 3-methylpentanoic acid and/or its decomposition products.

  本发明涉及 3-甲基戊酸和乙酸的二糖酯及其作为香精前体的用途。这种酯平均每个二糖分子中至少有 4 个，最好至少有 4.5 个 3-甲基戊酰基，其余位置基本上由乙酰基占据。合适的二糖是蔗糖和乳糖。 二糖酯适用于在制备或消费过程中经过加热步骤的调味产品，如用于挤压、油炸或烘烤的混合配料，特别是烟草。加热时，它们会释放出 3-甲基戊酸和/或其分解产物。
• Polymerizable composition, cured film, color filter, method of producing color filter and solid-state image sensor
  申请人：FUJIFILM Corporation

  公开号：EP2390272A1

  公开（公告）日：2011-11-30

  The invention provides a polymerizable composition including an oxime ester photopolymerization initiator, an organic acid anhydride having a molecular weight of 300 or less, and a Polymerizable compound.

  本发明提供了一种可聚合组合物，包括肟酯类光聚合引发剂、分子量在 300 或以下的有机酸酐和可聚合化合物。