(4R,6R)-4,6-dimethyl-2-<3-oxo-3-phenyl-(1E)-propen-1-yl>-2-phenyl-1,3-dioxane | 144405-05-0

• 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: (4R,6R)-4,6-dimethyl-2-<3-oxo-3-phenyl-(1E)-propen-1-yl>-2-phenyl-1,3-dioxane
• CAS: 144405-05-0
• 化学式: C₂₁H₂₂O₃
• 分子量: 322.404
• InChiKey: XSNXXTOROXJHDZ-UEWLMQCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  甲基锂 、 (4R,6R)-4,6-dimethyl-2-<3-oxo-3-phenyl-(1E)-propen-1-yl>-2-phenyl-1,3-dioxane 在 copper(l) iodide 作用下， 生成 (2R,4R)-4,6-dimethyl-2-<(R)-4-oxo-4-phenylbutan-2-yl>-2-phenyl-1,3-dioxane 、 (4R,6R)-4,6-dimethyl-2-<(S)-4-oxo-4-phenylbutan-2-yl>-2-phenyl-1,3-dioxane
  参考文献：
  名称：

  Distinction of diastereofaces at the α-position of chiral cyclic acetals

  摘要：

  Asymmetric 1,2- and 1,4-additions to substrates with an acetal as a chiral auxiliary have been studied. Among the tested substrates, C2-symmetrical 5c was most effective for 1,2-addition with MeTi(O-iPr)3. Furthermore, C2-symmetrical carbinol 5b has been found to be a potent H-1-NMR reagent for determination of optical purity of carboxylic acids with a chiral center at the alpha-position.

  DOI：

  10.1016/s0957-4166(00)86042-5
• 作为产物：
  描述：

  (4R,6R)-2-methoxycarbonyl-4,6-dimethyl-2-phenyl-1,3-dioxane 在 lithium aluminium tetrahydride 、 草酰氯 、 sodium hydride 、 二甲基亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 1.67h， 生成 (4R,6R)-4,6-dimethyl-2-<3-oxo-3-phenyl-(1E)-propen-1-yl>-2-phenyl-1,3-dioxane
  参考文献：
  名称：

  Distinction of diastereofaces at the α-position of chiral cyclic acetals

  摘要：

  Asymmetric 1,2- and 1,4-additions to substrates with an acetal as a chiral auxiliary have been studied. Among the tested substrates, C2-symmetrical 5c was most effective for 1,2-addition with MeTi(O-iPr)3. Furthermore, C2-symmetrical carbinol 5b has been found to be a potent H-1-NMR reagent for determination of optical purity of carboxylic acids with a chiral center at the alpha-position.

  DOI：

  10.1016/s0957-4166(00)86042-5