3,3,4,4-tetramethylbutyrolactone | 16466-24-3

• 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: 3,3,4,4-tetramethylbutyrolactone
• 英文别名: 4,4,5,5-tetramethyl-dihydro-furan-2-one；4,4,5,5-Tetramethyl-dihydro-furan-2-on；dihydro-4,4,5,5-tetramethyl-2(3H)-furanone；5-Oxo-2,2,3,3,-tetramethyl-tetrahydrofuran；2,2,3,3-Tetramethyl-tetrahydrofuranon-(5)；3,3,4,4-Tetramethyl-γ-butyrolacton；2(3H)-Furanone, dihydro-4,4,5,5-tetramethyl-；4,4,5,5-tetramethyloxolan-2-one
• CAS: 16466-24-3
• 化学式: C₈H₁₄O₂
• mdl: MFCD00497944
• 分子量: 142.198
• InChiKey: DAQWSSBMLDRMBQ-UHFFFAOYSA-N

物化性质

• 熔点：
  97-98 °C
• 沸点：
  196.6±8.0 °C(Predicted)
• 密度：
  0.928±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.875
• 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：

  3,3,4,4-tetramethylbutyrolactone 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以87%的产率得到2,3,3-三甲基戊烷-2,5-二醇
  参考文献：
  名称：

  Baklan, V. F.; Antipenkova, L. S.; Zakharchenko, L. I., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, # 6, p. 1102 - 1105

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-二甲基-2-丁烯 在 ruthenium trichloride 、 zinc chloride diethyl ether sodium hypochlorite 作用下， 以 二氯甲烷 为溶剂， 生成 3,3,4,4-tetramethylbutyrolactone
  参考文献：
  名称：

  Synthesis of γ-lactones from alkenes employing p-methoxybenzyl chloride as +CH2CO−2 equivalent

  摘要：

  DOI：

  10.1016/s0040-4039(00)88476-2

文献信息

• Copper-Catalyzed Oxidative Cyclization of Carboxylic Acids
  作者：Shyam Sathyamoorthi、J. Du Bois

  DOI：10.1021/acs.orglett.6b03176

  日期：2016.12.16

  for converting C–H to C–O bonds through oxidative cyclization of carboxylic acids to generate lactone products is described. The reaction employs catalytic amounts of Cu(OAc)2 and potassium persulfate as the terminal oxidant and is performed open to air in an aqueous acetic acid solvent system. Preliminary mechanistic studies suggest that substrate oxidation likely proceeds by sulfate radical anion

  描述了一种通过羧酸的氧化环化反应将C–H转换为C–O键以生成内酯产物的方法。该反应采用催化量的Cu（OAc）2和过硫酸钾作为末端氧化剂，并在乙酸水溶液体系中在空气中开放进行。初步的机理研究表明，底物氧化可能是由硫酸根阴离子引起的，而Cu催化剂对产物确定步骤没有影响。这些结论与提出羧酸酯基团的中间体的相关研究不同。
• MAX BINDERS AS MYC MODULATORS AND USES THEREOF
  申请人：Massachusetts Institute of Technology

  公开号：US20170233405A1

  公开（公告）日：2017-08-17

  The present disclosure provides compounds of Formula (I′), Formula (I), Formula (II), Formula (II-A), Formula (III), and Formula (IV). The compounds described herein are MAX binders and/or modulators of Myc, Mad, or Mxi1 (e.g., inhibitors of Myc, Mad, or Mxi1), and may be useful in treating a subject with a disease associated with Myc, such as proliferative diseases (e.g., cancer). Also provided in the present disclosure are pharmaceutical compositions and kits including the compounds described herein, as well as methods of using and uses of the compounds, compositions, and kits.

  本公开提供了Formula (I′)、Formula (I)、Formula (II)、Formula (II-A)、Formula (III)和Formula (IV)的化合物。本文描述的化合物是MAX结合蛋白和/或Myc、Mad或Mxi1的调节剂（例如，Myc、Mad或Mxi1的抑制剂），可能在治疗与Myc相关的疾病的患者中有用，例如增殖性疾病（例如癌症）。本公开还提供了包括上述化合物的药物组合物和试剂盒，以及使用这些化合物、组合物和试剂盒的方法和用途。
• HIV PROTEASE INHIBITORS AND METHODS FOR USING
  申请人：Ghosh Arun K.

  公开号：US20110118330A1

  公开（公告）日：2011-05-19

  Compounds that inhibit proteolytic enzymes of Human Immunodeficiency Virus (HIV) are described. Preparation of the inhibitors, pharmaceutical compositions containing them, and uses of the compounds or compositions for the treatment of HIV infections are also described.

  描述了抑制人类免疫缺陷病毒（HIV）蛋白酶酶的化合物。还描述了抑制剂的制备、含有它们的药物组合物、以及这些化合物或组合物用于治疗HIV感染的用途。
• NON-IONIC ARYL KETONE BASED POLYMERIC PHOTO-ACID GENERATORS
  申请人：International Business Machines Corporation

  公开号：US20180044459A1

  公开（公告）日：2018-02-15

  Non-ionic photo-acid generating (PAG) polymerizable monomers were prepared that contain a side chain sulfonate ester of an alpha-hydroxy aryl ketone. The aryl ketone group has a perfluorinated substituent alpha to the ketone carbonyl. The sulfur of the sulfonate ester is also directly linked to a fluorinated group. PAG polymers prepared from the PAG monomers release a strong sulfonic acid when exposed to high energy radiation such as deep UV or extreme UV light. The photo-generated sulfonic acid has a low diffusion rate in an exposed resist layer subjected to a post-exposure bake (PEB) at 100° C. to 150° C., resulting in formation of good line patterns after development.

  制备了含有α-羟基芳基酮的侧链磺酸酯的非离子光酸发生（PAG）可聚合单体。芳基酮基团在酮基团的α位有全氟取代基。磺酸酯的硫也直接连接到氟化基团。从这些PAG单体制备的PAG聚合物在暴露于高能辐射（如深紫外或极紫外光）时释放出强磺酸。在经过后曝光烘烤（PEB）处理（100°C至150°C）的暴露光刻胶层中，光生成的磺酸扩散速率较低，结果在显影后形成良好的线型图案。
• Structural and stereochemical requirements of the spiroketal group of hippuristanol for antiproliferative activity
  作者：Wei Li、Yongjun Dang、Jun O. Liu、Biao Yu

  DOI：10.1016/j.bmcl.2010.03.093

  日期：2010.5

  translation initiation and tumor cell proliferation. To investigate the structure and activity relationship of hippuristanol, we synthesized a series of analogs by expanding the size of its F ring and determined their effects on the proliferation of cancer cell lines. All changes to the F-ring of hippuristanol resulted in 3-fold to >100-fold decrease in activity.

  Hippuristanol 是一种天然产物，最近已被证明可以抑制真核翻译起始和肿瘤细胞增殖。为了研究马尿酸的结构和活性关系，我们通过扩大其 F 环的大小合成了一系列类似物，并确定了它们对癌细胞系增殖的影响。hippuristanol 的 F 环的所有变化导致活性降低 3 倍至 >100 倍。