(R)-3-([1,3]dithian-2-yl)-1,3-diphenylpropan-1-one | 866016-94-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (R)-3-([1,3]dithian-2-yl)-1,3-diphenylpropan-1-one
• 英文别名: (3R)-3-(1,3-dithian-2-yl)-1,3-diphenylpropan-1-one
• CAS: 866016-94-6
• 化学式: C₁₉H₂₀OS₂
• 分子量: 328.499
• InChiKey: IBQCTTPMCNUHJD-QGZVFWFLSA-N

物化性质

• 熔点：
  133 °C
• 沸点：
  503.1±40.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-3-([1,3]dithian-2-yl)-1,3-diphenylpropan-1-one 在 [双(三氟乙酰氧基)碘]苯 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 0.17h， 以93%的产率得到(R)-2-oxo-2,4-diphenylbutanal
  参考文献：
  名称：

  Enolate Addition to a 2-Alkylidene[1,3]dithiane-Derived Bissulfoxide. A New a²-Acceptor

  摘要：

  Reaction of enolates derived from esters and ketones to an easily prepared alkylidene[1,3]dithiane-1,3-dioxide afforded the respective adducts with good yields and selectivities generally exceeding 85:15. The base used for enolate addition played no significant role for the reaction outcome, and addition of a silyl enole ether gave similar results. The thus formed oxygenated S,S-acetals were transformed into the corresponding 1,4-dicarbonyls by a reduction/oxidation sequence with 84% yield.

  DOI：

  10.1021/ol051670i
• 作为产物：
  描述：

  (3R,1'R,3'R)-3-(1,3-dioxo-1λ4,3λ4-[1,3]dithian-2-yl)-1,3-diphenyl-propan-1-one 在 [ReOCl₃(PPh₃)₂] 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以90%的产率得到(R)-3-([1,3]dithian-2-yl)-1,3-diphenylpropan-1-one
  参考文献：
  名称：

  Enolate Addition to a 2-Alkylidene[1,3]dithiane-Derived Bissulfoxide. A New a²-Acceptor

  摘要：

  Reaction of enolates derived from esters and ketones to an easily prepared alkylidene[1,3]dithiane-1,3-dioxide afforded the respective adducts with good yields and selectivities generally exceeding 85:15. The base used for enolate addition played no significant role for the reaction outcome, and addition of a silyl enole ether gave similar results. The thus formed oxygenated S,S-acetals were transformed into the corresponding 1,4-dicarbonyls by a reduction/oxidation sequence with 84% yield.

  DOI：

  10.1021/ol051670i