Dimethyl-thiocarbamic acid S-(6-methoxy-2,2-dimethyl-4-oxo-chroman-7-yl) ester | 158046-43-6

• 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: Dimethyl-thiocarbamic acid S-(6-methoxy-2,2-dimethyl-4-oxo-chroman-7-yl) ester
• 英文别名: S-[(6-methoxy-2,2-dimethyl-4-oxo-3H-chromen-7-yl)] N,N-dimethylcarbamothioate
• CAS: 158046-43-6
• 化学式: C₁₅H₁₉NO₄S
• 分子量: 309.386
• InChiKey: JHLYOSXBGUALDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  81.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Dimethyl-thiocarbamic acid S-(6-methoxy-2,2-dimethyl-4-oxo-chroman-7-yl) ester 在 镍 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以92%的产率得到6-methoxy-2,2-dimethylchroman-4-one
  参考文献：
  名称：

  Modification of Hydroxybenzopyranoids: Facile Deoxygenation of 2,2-Dimethyl-7-hydroxy-4-chromanones and a New Approach to Their Novel Mercapto Analogs

  摘要：

  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.

  DOI：

  10.1021/jo00100a038
• 作为产物：
  描述：

  6,7-二羟基-2,2-二甲基-2,3-二氢-4H-苯并吡喃-4-酮 在 三乙烯二胺 、 盐酸 、 sodium hydride 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.42h， 生成 Dimethyl-thiocarbamic acid S-(6-methoxy-2,2-dimethyl-4-oxo-chroman-7-yl) ester
  参考文献：
  名称：

  Sebeok, Peter; Timar, Tibor; Eszenyi, Tibor, Synthesis, 1994, # 8, p. 837 - 840

  摘要：

  DOI：

文献信息

• Seboek Peter, Timar Tibor, Eszenyi Tibor, J. Org. Chem, 59 (1994) N 21, S 6318- 6321
  作者：Seboek Peter, Timar Tibor, Eszenyi Tibor

  DOI：——

  日期：——
• 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.
• Sebeok, Peter; Timar, Tibor; Eszenyi, Tibor, Synthesis, 1994, # 8, p. 837 - 840
  作者：Sebeok, Peter、Timar, Tibor、Eszenyi, Tibor、Patonay, Tamas

  DOI：——

  日期：——