dithiocarbonic acid (3-{(1S,3R)-2,2-dimethyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]cyclopropyl}-3-oxo-1-trimethylsilanyl-propyl) ester ethyl ester | 823797-69-9

• 分子结构分类: 有机化合物 - 有机硫化合物
• 英文名称: dithiocarbonic acid (3-{(1S,3R)-2,2-dimethyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]cyclopropyl}-3-oxo-1-trimethylsilanyl-propyl) ester ethyl ester
• CAS: 823797-69-9
• 化学式: C₂₀H₃₆O₂S₄Si
• 分子量: 464.854
• InChiKey: UTAGVMMCUWVLSZ-NZIKIWFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.49
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  dithiocarbonic acid (3-{(1S,3R)-2,2-dimethyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]cyclopropyl}-3-oxo-1-trimethylsilanyl-propyl) ester ethyl ester 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以80%的产率得到(E)-1-{(1S,3R)-2,2-dimethyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]cyclopropyl}-3-trimethylsilanyl-propenone
  参考文献：
  名称：

  Generation and Intermolecular Capture of Cyclopropylacyl Radicals

  摘要：

  Cyclopropylacyl radicals derived from S-cyclopropylacyl xanthates (dithiocarbonates) undergo intermolecular additions to olefins without loss of CO or ring opening. In the presence of a phenyl ring on carbon C-1 of the cyclopropane ring, loss can be made to occur in the absence of an olefinic trap. The adducts from the cyclopropylacyl radical additions are easily converted into enones by base-induced beta-elimination of the xanthate group.

  DOI：

  10.1021/ol047892i
• 作为产物：
  描述：

  (1S,3R)-2,2-dimethyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-cyclopropanecarboxylic acid chloride 以 丙酮 为溶剂， 反应 8.25h， 生成 dithiocarbonic acid (3-{(1S,3R)-2,2-dimethyl-3-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]cyclopropyl}-3-oxo-1-trimethylsilanyl-propyl) ester ethyl ester
  参考文献：
  名称：

  Generation and Intermolecular Capture of Cyclopropylacyl Radicals

  摘要：

  Cyclopropylacyl radicals derived from S-cyclopropylacyl xanthates (dithiocarbonates) undergo intermolecular additions to olefins without loss of CO or ring opening. In the presence of a phenyl ring on carbon C-1 of the cyclopropane ring, loss can be made to occur in the absence of an olefinic trap. The adducts from the cyclopropylacyl radical additions are easily converted into enones by base-induced beta-elimination of the xanthate group.

  DOI：

  10.1021/ol047892i