(3aα,6aα)-tetrahydro-2,2-dimethylspirodioxole-5,2'-<1,3>dithiane> | 135598-36-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: (3aα,6aα)-tetrahydro-2,2-dimethylspirodioxole-5,2'-<1,3>dithiane>
• 英文别名: (3aα,6aα)-tetrahydro-2,2-dimethylspiro(cyclopenta[1,3]dioxole-5,2'-[1,3]dithiane)；(3'aS,6'aR)-2',2'-dimethylspiro[1,3-dithiane-2,5'-3a,4,6,6a-tetrahydrocyclopenta[d][1,3]dioxole]
• CAS: 135598-36-6
• 化学式: C₁₁H₁₈O₂S₂
• 分子量: 246.395
• InChiKey: SKAPILZYBALAQX-DTORHVGOSA-N

物化性质

• 沸点：
  360.7±42.0 °C(predicted)
• 密度：
  1.25±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-deoxy-D-ribose 在 吡啶 、 盐酸 、 正丁基锂 、 二正丁基氧化锡 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 为溶剂， 反应 36.0h， 生成 (3aα,6aα)-tetrahydro-2,2-dimethylspirodioxole-5,2'-<1,3>dithiane>
  参考文献：
  名称：

  Five-, four-, and three-membered carbocyclic rings from 2-deoxyribose by intramolecular nucleophilic displacement reaction

  摘要：

  1,3-Dithianes such as 4, 9, 11, 13, and 19 derived from 2-deoxy-D-ribose (1) undergo intramolecular displacement reactions to give three-, four-, and five-membered carbocyclic rings (5, 10, 12, 15, and 20). Cyclopropanes are favored over the cyclobutanes when starting from the epoxides 9 or 11. Treatment of the tosylate 19 gives only a small yield of the corresponding cyclobutane 20, the major product being the ketone 21.

  DOI：

  10.1021/jo00021a015

文献信息

• Five-, four-, and three-membered carbocyclic rings from 2-deoxyribose by intramolecular nucleophilic displacement reaction
  作者：Karsten Krohn、Guido Boerner

  DOI：10.1021/jo00021a015

  日期：1991.10

  1,3-Dithianes such as 4, 9, 11, 13, and 19 derived from 2-deoxy-D-ribose (1) undergo intramolecular displacement reactions to give three-, four-, and five-membered carbocyclic rings (5, 10, 12, 15, and 20). Cyclopropanes are favored over the cyclobutanes when starting from the epoxides 9 or 11. Treatment of the tosylate 19 gives only a small yield of the corresponding cyclobutane 20, the major product being the ketone 21.