3-acetyl-6-methyl-2-oxo-2H-pyran-4-yl difluoroborate | 865876-82-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 3-acetyl-6-methyl-2-oxo-2H-pyran-4-yl difluoroborate
• 英文别名: 3-acetyl-6-methyl-2-oxo-2H-pyran-4-yl difluoridoborate；3,3-Difluoro-5,9-dimethyl-2,8-dioxa-4-oxonia-3-boranuidabicyclo[4.4.0]deca-1(6),4,9-trien-7-one；3,3-difluoro-5,9-dimethyl-2,8-dioxa-4-oxonia-3-boranuidabicyclo[4.4.0]deca-1(6),4,9-trien-7-one
• CAS: 865876-82-0
• 化学式: C₈H₇BF₂O₄
• 分子量: 215.949
• InChiKey: VGMKXHAQFAGIBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  3-acetyl-6-methyl-2-oxo-2H-pyran-4-yl difluoroborate 、 对二甲氨基苯甲醛 在 乙酸酐 作用下， 反应 0.5h， 以84%的产率得到3-{(2E)-3-[4-(dimethylamino)phenyl]prop-2-enoyl}-6-methyl-2-oxo-2H-pyran-4-yl difluoridoborate
  参考文献：
  名称：

  Discovery of 3-acetyl-4-hydroxy-2-pyranone derivatives and their difluoridoborate complexes as a novel class of HIV-1 integrase Inhibitors

  摘要：

  HIV-1 integrase (IN) has emerged as an important therapeutic target for anti-HIV drug development. Its uniqueness to the virus and its critical role in the viral life cycle makes IN suitable for selective inhibition. The recent approval of Raltegravir (MK-0518) has created a surge in interest and great optimism in the field. In our ongoing IN drug design research, we herein report the discovery of substituted analogs of 3-acetyl-4-hydroxy-2-pyranones and their difluoridoborate complexes as novel IN inhibitors. In many of these compounds, complexation with boron difluoride increased the potency and selectivity of IN inhibition. Compound 9 was most active with an IC50 value of 9 mu M and 3 mu M for 3'-processing and strand transfer inhibition, respectively. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.067
• 作为产物：
  描述：

  脱氢乙酸 在 三氟化硼乙醚 作用下， 以 乙酸酐 为溶剂， 反应 2.0h， 生成 3-acetyl-6-methyl-2-oxo-2H-pyran-4-yl difluoroborate
  参考文献：
  名称：

  [EN] HIGH-PERFORMANCE OPTICAL STORAGE MEDIA
  [FR] SUPPORT D'ENREGISTREMENT OPTIQUE A PERFORMANCE ELEVEE

  摘要：

  本发明涉及一种光学记录介质，包括基板、反射层和记录层，其中所述记录层包括式(I)的化合物或其互变异构体或互变异构体，其中Zn+是质子或n价的铵、膦、金属配合物或碱金属阳离子，n为数字(1)、(2)或(3)；在适当的情况下，Zn+可以通过直接键或通过O、S或NR8桥连接到R1、R2、R3或R4。R1到R7是在说明和权利要求中定义的氢或碳氢基团；R2和R6还可以是卤素或硝基。还要求新的式(I)化合物，其中Zn+是膦、金属配合物或碱金属阳离子，或者是不对称的化合物。

  公开号：

  WO2005090362A1

文献信息

• Difluoroboron complexes of functionalized dehydroacetic acid: electrochemical and luminescent properties
  作者：Samira Baaziz、Nathalie Bellec、Yann Le Gal、Rachedine Kaoua、Franck Camerel、Saleha Bakhta、Bellara Nedjar-Kolli、Thierry Roisnel、Vincent Dorcet、Olivier Jeannin、Dominique Lorcy

  DOI：10.1016/j.tet.2015.11.034

  日期：2016.1

  A series of dehydroacetic acid difluoroboron complexes functionalized by a phenyl ring or an electroactive core (tetrathiafulvalene or ferrocene) were synthesized and characterized. The redox properties of these derivatives have been analyzed by cyclic voltammetry and the molecular structures of some of the difluoroboron complexes are presented and discussed. The photophysical properties of selected

  合成并表征了由苯环或电活性核（四硫富瓦烯或二茂铁）官能化的一系列脱氢乙酸二氟硼配合物。这些衍生物的氧化还原特性已通过循环伏安法进行了分析，并提出并讨论了一些二氟​​硼配合物的分子结构。在溶液中和在固态下表现出AIEE（聚集诱导的增强发射）现象的条件下，确定了选定的二氟硼配合物的光物理性质。
• Synthesis and reactions of dehydracetic acid difluoroborane complex
  作者：A. V. Manaev、K. V. Tambov、V. F. Traven’

  DOI：10.1134/s107042800807018x

  日期：2008.7

  Dehydracetic acid difluoroborane complex, 3-acetyl-6-methyl-2-oxo-2H-pyran-4-yl difluoridoborate, was synthesized and characterized. The complex was involved into condensation reactions at the acetyl group with various aromatic and heterocyclic aldehydes, and with the 4-dimethylaminobenzaldehyde it reacted also at the methyl group in the position 6.