Dimethyl-((2S,6R)-2-phenyl-[1,3]oxathian-6-ylmethyl)-amine | 140192-50-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Dimethyl-((2S,6R)-2-phenyl-[1,3]oxathian-6-ylmethyl)-amine
• CAS: 140192-50-3
• 化学式: C₁₃H₁₉NOS
• 分子量: 237.366
• InChiKey: GHWMBNYRSVAVRS-OLZOCXBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 Dimethyl-((2S,6R)-2-phenyl-[1,3]oxathian-6-ylmethyl)-amine 在 仲丁基锂 作用下， 生成 [2-((2S,6R)-6-Dimethylaminomethyl-[1,3]oxathian-2-yl)-phenyl]-phenyl-methanol
  参考文献：
  名称：

  Diastereoselective alkylation of carbanions derived from 1,3-oxathianes

  摘要：

  Carbanions derived from 4-substituted-1,3-oxathiolane and oxathiane were studied. The magnesium anion of 2-phenyl-4-t-butyldiphenylsilyloxy-1,3-oxathiane reacts with benzaldehyde to give the benzhydrol adduct in a seven to one ratio of diastereoisomers. It was also found that solvent had an effect on site of metalation and in ether 2-phenyl-4-dimethylamino-1,3-oxathiane reacts with s-butylithium to give ortho metalation. The resulting anion reacts with benzaldehyde to give a 4:1 ratio of diastereoisomers.

  DOI：

  10.1016/s0040-4039(00)77700-8
• 作为产物：
  描述：

  苯甲醛 在 三氟化硼乙醚 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 生成 Dimethyl-((2S,6R)-2-phenyl-[1,3]oxathian-6-ylmethyl)-amine
  参考文献：
  名称：

  Diastereoselective alkylation of carbanions derived from 1,3-oxathianes

  摘要：

  Carbanions derived from 4-substituted-1,3-oxathiolane and oxathiane were studied. The magnesium anion of 2-phenyl-4-t-butyldiphenylsilyloxy-1,3-oxathiane reacts with benzaldehyde to give the benzhydrol adduct in a seven to one ratio of diastereoisomers. It was also found that solvent had an effect on site of metalation and in ether 2-phenyl-4-dimethylamino-1,3-oxathiane reacts with s-butylithium to give ortho metalation. The resulting anion reacts with benzaldehyde to give a 4:1 ratio of diastereoisomers.

  DOI：

  10.1016/s0040-4039(00)77700-8