(2S,4R)-2,4-二甲基-1,3-二恶烷-2-甲醛 | 144404-98-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (2S,4R)-2,4-二甲基-1,3-二恶烷-2-甲醛
• 英文名称: (2S,4R)-2-formyl-2,4-dimethyl-1,3-dioxane
• 英文别名: (2S,4R)-2,4-dimethyl-1,3-dioxane-2-carbaldehyde
• CAS: 144404-98-8
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: OKPUXEKTBMBZGC-RQJHMYQMSA-N

物化性质

• 沸点：
  194.8±25.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲基溴化镁 、 (2S,4R)-2,4-二甲基-1,3-二恶烷-2-甲醛 以 四氢呋喃 、 乙醚 为溶剂， 反应 15.0h， 生成 1-((2S,4R)-2,4-Dimethyl-[1,3]dioxan-2-yl)-ethanol
  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：

  (2S,4R)-2-hydroxymethyl-2,4-dimethyl-1,3-dioxane 在 草酰氯 、 二甲基亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以58%的产率得到(2S,4R)-2,4-二甲基-1,3-二恶烷-2-甲醛
  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

文献信息

• Distinction of diastereofaces at the α-position of chiral cyclic acetals
  作者：Naoki Tanaka、Hiroshi Suemune、Kiyoshi Sakai

  DOI：10.1016/s0957-4166(00)86042-5

  日期：1992.8

  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.