2,2-dimethyl-4-keto-7-tosyloxy-benzopyran | 100942-29-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2,2-dimethyl-4-keto-7-tosyloxy-benzopyran
• 英文别名: (2,2-dimethyl-4-oxo-3H-chromen-7-yl) 4-methylbenzenesulfonate
• CAS: 100942-29-8
• 化学式: C₁₈H₁₈O₅S
• 分子量: 346.404
• InChiKey: IWXATDJWGQGCAA-UHFFFAOYSA-N

物化性质

• 熔点：
  82-83 °C(Solv: methanol (67-56-1))
• 沸点：
  517.0±50.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-4-keto-7-tosyloxy-benzopyran 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以94.3%的产率得到2,2-dimethyl-4-hydroxy-7-tosyloxy-benzopyran
  参考文献：
  名称：

  Synthesis of benzopyran derivatives, XV Preparation of arylsulfonyloxy-2,2-dimethyl-2H-chromenes

  摘要：

  DOI：

  10.1007/bf00809457
• 作为产物：
  描述：

  7-羟基-2,2-二甲基-苯并二氢吡喃-4-酮 、 对甲苯磺酰氯 在 吡啶 作用下， 反应 24.0h， 以72.2%的产率得到2,2-dimethyl-4-keto-7-tosyloxy-benzopyran
  参考文献：
  名称：

  Synthesis of benzopyran derivatives, XV Preparation of arylsulfonyloxy-2,2-dimethyl-2H-chromenes

  摘要：

  DOI：

  10.1007/bf00809457

文献信息

• Versatile Synthesis of 4‐Aryl Chroman and 1‐Aryl Tetralins Through Metal‐Free Reductive Arylations
  作者：Gautam Panda、Srinivas Lavanya Kumar M

  DOI：10.1002/ejoc.201801375

  日期：2019.1.31

  A metal free approach was developed for accessing 4‐aryl chromans and 1‐aryl tetralins from their commercially available building blocks. This operationally simple protocol was well tolerated with the presence of labile functional groups, providing biologically relevant chemical libraries, which can be used for late stage modification. Dearylated analogues of the drugs Ormeloxifene and Lasofoxifene

  开发了一种无金属方法，可从其市售构建基块中获取4-芳基色氨酸和1-芳基四氢化萘。该操作简单的方案对不稳定的官能团的存在具有很好的耐受性，提供了生物学上相关的化学文库，可用于后期修饰。使用这种方法合成了药物Ormeloxifene和Lasofoxifene的脱芳基类似物。
• Synthesis of 2,2-Dimethylbenzoxazepinones by the Schmidt Reaction of 2,2-Dimethyl-4-chromanones
  作者：Albert Lévai、Tibor Tim�、L�zl� Frank、S�dor Hosztafi

  DOI：10.3987/com-92-5978

  日期：——

  2,3-Dihydro-2,2-dimethyl-1,4-benzoxazepin-5(4H)-ones and 2,3-dihydro-2,2-dimethyl-1,5-benzoxazepin-4(5H)-ones have been synthesized by the Schmidt reaction of 2,2-dimethyl-4-chromanones. 2,2-Dimethylbenzoxazepinthiones have been prepared by the reaction of 2,2-dimethylbenzoxazepinones with Lawesson's Reagent.
• Modification of Hydroxybenzopyranoids: Facile Deoxygenation of 2,2-Dimethyl-7-hydroxy-4-chromanones and a New Approach to Their Novel Mercapto Analogs
  作者：Peter Sebok、Tibor Timar、Tibor Eszenyi、Tamas Patonay

  DOI：10.1021/jo00100a038

  日期：1994.10

  A facile deoxygenation of a systematic series of substituted 2,2-dimethyl-7-hydroxy-4-chromanones via their sulfonate, isourea, and thiocarbamate derivatives is reported. The synthesis of novel 2,2-dimethyl-7-mercapto-4-chromanones has been accomplished by the hydrolysis of the corresponding thiocarbamates. The scope and limitations of different deoxygenation procedures in the case of these hydroxybenzopyranoids are also presented.
• Apsimon, J. W.; Herman, L. W.; Huber, C., Canadian Journal of Chemistry, 1985, vol. 63, p. 2589 - 2596
  作者：Apsimon, J. W.、Herman, L. W.、Huber, C.

  DOI：——

  日期：——
• LEVAI, ALBERT;TOTH, GABOR;SZOLOSY, ARON;TIMAR, TIBOR, MONATSH. CHEM., 121,(1990) N, C. 403-411
  作者：LEVAI, ALBERT、TOTH, GABOR、SZOLOSY, ARON、TIMAR, TIBOR

  DOI：——

  日期：——