dimethyl 5-((tert-butyldimethylsilyl)oxy)-3-isopropyl-3,6-dihydro-2H-thiopyran-2,2-dicarboxylate | 1054547-43-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dimethyl 5-((tert-butyldimethylsilyl)oxy)-3-isopropyl-3,6-dihydro-2H-thiopyran-2,2-dicarboxylate
• CAS: 1054547-43-1
• 化学式: C₁₈H₃₂O₅SSi
• 分子量: 388.601
• InChiKey: UPJMNJJONHLGIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  tert-butyl-dimethyl-[(3E)-5-methylhexa-1,3-dien-2-yl]oxysilane 、 溴丙二酸二甲酯 在 sulfur 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以68%的产率得到dimethyl 5-((tert-butyldimethylsilyl)oxy)-3-isopropyl-3,6-dihydro-2H-thiopyran-2,2-dicarboxylate
  参考文献：
  名称：

  Mechanism and Regioselectivity of the Cycloaddition of Thiones Derived from Meldrum’s Acid, Malonates, or Other Dicarbonyls

  摘要：

  [GRAPHICS]Several alpha,alpha-dioxothiones were generated in situ and reacted with 1,3-dienes of varying electronic and steric properties. It was found that thiones 10a and 11a reacted well with electron-rich or electron-poor dienes and are complementary in their regioselectivities when steric effects are at play. The calculated preferred mechanistic pathway implies a thiiranium zwitterion intermediate.

  DOI：

  10.1021/jo800945y