2,3-dimethyl-4-butanolide | 72693-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 2,3-dimethyl-4-butanolide
• 英文别名: 2,3-dimethylbutyrolactone；cis-3,4-dimethyl-γ-butyrolactone；rac-3,4-dimethyl-γ-butyrolactone；3,4-dimethyl-dihydro-furan-2-one；dihydro-3,4-dimethyl-2(3H)-furanone；3,4-Dimethyl-dihydro-furan-2-on；2,3-Dimethyl-butyrolactone；3,4-dimethyloxolan-2-one
• CAS: 72693-07-3
• 化学式: C₆H₁₀O₂
• 分子量: 114.144
• InChiKey: URIHWCCVKZSTMD-UHFFFAOYSA-N

物化性质

• 沸点：
  65-68 °C(Press: 1 Torr)
• 密度：
  0.981±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-dimethyl-4-butanolide 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 0.25h， 生成 Sodium; 4-hydroxy-2,3-dimethyl-butyrate
  参考文献：
  名称：

  Analogs of .gamma.-hydroxybutyric acid. Synthesis and binding studies

  摘要：

  Substituted 4-hydroxybutyric (GHB) or trans-4-hydroxycrotonic acids (T-HCA) and structurally related compounds were synthesized and submitted to [3H]GHB binding. Structure-activity relationships studies highlighted for [3H]GHB binding (a) the necessity of a nonlactonic, relatively extended conformation of the gamma-hydroxybutyric chain, (b) the existence of some bulk tolerance in the vicinity of the hydroxyl group, and (c) the high sensitivity toward isosteric replacements of the carboxyl or the hydroxyl groups. T-HCA has been recently identified as a naturally occurring substance in the central nervous system (CNS) and shows a better affinity than GHB. Our findings are in favor of the presence in the CNS of specific GHB binding sites, which are different from the GABA and the picrotoxin binding sites, and for which T-HCA may be an endogenous ligand.

  DOI：

  10.1021/jm00400a001
• 作为产物：
  描述：

  3,4-二甲基-2,5-二氢呋喃-2-酮 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 2,3-dimethyl-4-butanolide
  参考文献：
  名称：

  Analogs of .gamma.-hydroxybutyric acid. Synthesis and binding studies

  摘要：

  Substituted 4-hydroxybutyric (GHB) or trans-4-hydroxycrotonic acids (T-HCA) and structurally related compounds were synthesized and submitted to [3H]GHB binding. Structure-activity relationships studies highlighted for [3H]GHB binding (a) the necessity of a nonlactonic, relatively extended conformation of the gamma-hydroxybutyric chain, (b) the existence of some bulk tolerance in the vicinity of the hydroxyl group, and (c) the high sensitivity toward isosteric replacements of the carboxyl or the hydroxyl groups. T-HCA has been recently identified as a naturally occurring substance in the central nervous system (CNS) and shows a better affinity than GHB. Our findings are in favor of the presence in the CNS of specific GHB binding sites, which are different from the GABA and the picrotoxin binding sites, and for which T-HCA may be an endogenous ligand.

  DOI：

  10.1021/jm00400a001

文献信息

• Catalytic Preparation of Cyclic Carboxylic Esters
  申请人：Spindler Felix

  公开号：US20090275761A1

  公开（公告）日：2009-11-05

  Preparation of cyclic esters by hydrogenation of a carbonyl group in at least one anhydride radical —C(O)—O—C(O)— of a cyclic dicarboxylic or polycarboxylic anhydride by means of hydrogen in the presence of a homogeneous noble metal catalyst, characterized in that the hydrogenation is carried out in a homogeneous reaction mixture using an iridium catalyst. The cyclic esters are obtained in good chemical and optical yields when prochiral anhydrides are used together with chiral iridium catalysts.

  通过在至少一个环状二羧酸酐基团—C(O)—O—C(O)—中的羰基团上加氢来制备环酯，所述环状二羧酸酐为环状二羧酸酐或多羧酸酐，通过在均相贵金属催化剂存在下使用氢气，在均相反应混合物中使用铱催化剂进行氢化反应。当使用外消旋酸酐与手性铱催化剂一起时，可以获得良好的化学和光学产率。
• [EN] NOVEL 5-HYDROXYTRYPTAMINE RECEPTOR 7 ACTIVITY MODULATORS AND THEIR METHOD OF USE<br/>[FR] NOUVEAUX MODULATEURS DE L'ACTIVITÉ DU RÉCEPTEUR 7 DE LA 5-HYDROXYTRYPTAMINE ET LEUR PROCÉDÉ D'UTILISATION
  申请人：UNIV TEMPLE

  公开号：WO2014164756A1

  公开（公告）日：2014-10-09

  Pharmaceiiticai compositions of the invention comprise functionalized lactone derivatives having a disease-modifying action in the treatment of diseases associated with dysregulation of 5-hydroxytryptamine receptor 7 activity.

  本发明的药物组合物包括具有疾病修饰作用的功能化内酯衍生物，在治疗与5-羟色胺受体7活性失调相关的疾病中发挥作用。
• RESIST COMPOSITION, METHOD FOR FORMING RESIST PATTERN, ACID GENERATOR AND COMPOUND
  申请人：TOKYO OHKA KOGYO CO., LTD.

  公开号：US20170176855A1

  公开（公告）日：2017-06-22

  A resist composition which generates acid upon exposure and exhibits changed solubility in a developing solution under action of acid, and which includes a base component (A) which exhibits changed solubility in a developing solution under action of acid and an acid-generator component (B) which generates acid upon exposure, the acid-generator component (B) including a compound (B1) represented by general formula (b1) shown below (in general formula (b1), R b1 represents a bridged alicyclic group having 7 to 30 carbon atoms and containing a polar group; Y b1 represents a linear hydrocarbon group of 9 or more carbon atoms which may have a substituent excluding at least one member selected from the group consisting of an aromatic hydrocarbon group and a vinyl group; V b1 represents a fluorinated alkylene group; m represents an integer of 1 or more; and M m+ represents an organic cation having a valency of m). R b1 —Y b1 —V b1 —SO 3 − (M m+ ) 1/m (b1)

  一种抗蚀组合物，在暴露后产生酸，并在酸的作用下在显影溶液中表现出改变的溶解度，包括在酸的作用下在显影溶液中表现出改变的溶解度的基组分（A）和在暴露后产生酸的酸生成组分（B），其中酸生成组分（B）包括下面所示的一般式（b1）表示的化合物（B1）（在一般式（b1）中，Rb1代表具有7至30个碳原子并含有极性基团的桥环脂环基团；Yb1代表具有9个或更多碳原子的线性烃基团，可能具有一个取代基，但不包括由芳香烃基团和乙烯基组成的至少一种成员；Vb1代表氟代烷基烯基团；m表示1或更多的整数；Mm+代表价数为m的有机阳离子）。Rb1—Yb1—Vb1—SO3−(Mm+)1/m（b1）
• Iron(II) Pincer-Catalyzed Synthesis of Lactones and Lactams through a Versatile Dehydrogenative Domino Sequence
  作者：Miguel Peña-López、Helfried Neumann、Matthias Beller

  DOI：10.1002/cctc.201402967

  日期：2015.3

  and lactams by using iron(II) pincer‐catalyzed dehydrogenative methodology was developed. Starting from 1,n‐diols or 1,n‐amino alcohols, this domino transformation takes place through initial dehydrogenation of the substrates, subsequent intramolecular cyclization, and final oxidation to afford the desired products in good yields. The ability to access heterocycles of different sizes makes this protocol

  开发了使用铁（II）钳催化的脱氢方法合成内酯和内酰胺的方法。从1，n-二醇或1，n开始-氨基醇，这种多米诺骨转化是通过底物的初始脱氢，随后的分子内环化以及最终的氧化来进行的，从而以高收率提供了所需的产物。访问不同大小的杂环的能力使该协议特别通用，其中无需外部氧化剂即可执行两个连续的氧化反应。在本文中，我们报道了Fe-MACHO-BH络合物[羰基氢（四氢硼酸）[双（2-二异丙基膦基乙基）氨基]铁（II）]在这种原子高效且环境友好的过程中的应用，该过程中的氢分子是成为唯一的化学计量副产品。
• RESIST COMPOSITION, METHOD OF FORMING RESIST PATTERN, AND COMPOUND
  申请人：TOKYO OHKA KOGYO CO., LTD.

  公开号：US20200174365A1

  公开（公告）日：2020-06-04

  A resist composition containing a base material component of which solubility in a developing solution is changed due to an action of an acid and a compound represented by Formula (bd1); in the formula, R bd1 to R bd3 each independently represent an aryl group which may have a substituent, provided that one or more of R bd1 to R bd3 are aryl groups having a fluorinated alkyl group which may have a substituent, and at least one of the fluorinated alkyl groups which may have a substituent in these aryl groups is bonded to a carbon atom adjacent to a carbon atom that is bonded to a sulfur atom in the formula, and a total number of the fluorinated alkyl groups which may have a substituent is 2 or more; X − represents a counter anion.

  一种抗蚀组合物，含有基础材料组分，其在显影溶液中的溶解性由酸的作用和由化合物代表的公式（bd1）改变；在公式中，Rbd1到Rbd3各自独立地代表可能具有取代基的芳基，前提是Rbd1到Rbd3中的一个或多个是可能具有取代基的芳基，而这些芳基中至少有一个可能具有取代基的氟代烷基与公式中与硫原子相结合的碳原子相邻的碳原子结合，可能具有取代基的氟代烷基的总数为2或更多；X−代表一个对离子。