(4R,5R)-2,2-bis(2-phenylethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester | 337530-20-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R,5R)-2,2-bis(2-phenylethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester
• CAS: 337530-20-8
• 化学式: C₂₃H₂₆O₆
• 分子量: 398.456
• InChiKey: BFXTXLVUVURTCP-WOJBJXKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.08
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-溴苯甲醚 、 (4R,5R)-2,2-bis(2-phenylethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以42%的产率得到
  参考文献：
  名称：

  On the origin of changes in topicity observed in Diels–Alder reactions catalyzed by Ti–TADDOLates

  摘要：

  New C-2 symmetric TADDOLs containing different groups at the 2-position of the dioxolane ring have been prepared. The Ti catalysts derived from these have been studied in the Diels-Alder reaction of cyclopentadiene and (E)-2-butenoyl-1,3-oxazolidin-2-one. Substituents at the C-2 position of the dioxolane ring can play an important role in determining the selectivity as well as the nature of the major isomer. This effect is more important for TADDOLs containing bulky aromatic groups such as 3,5-dimethylphenyl- or 1-naphthyl at the alpha -positions. Experimental evidence supports the hypothesis that pi-pi. interactions between aromatic groups at the C-2 and the ones at the a-positions are critical in this respect. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00464-x
• 作为产物：
  描述：

  二苄叉丙酮 在 palladium on activated charcoal 氢气 、 对甲苯磺酸 作用下， 以 乙醇 、 苯 为溶剂， 反应 2.0h， 生成 (4R,5R)-2,2-bis(2-phenylethyl)-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  On the origin of changes in topicity observed in Diels–Alder reactions catalyzed by Ti–TADDOLates

  摘要：

  New C-2 symmetric TADDOLs containing different groups at the 2-position of the dioxolane ring have been prepared. The Ti catalysts derived from these have been studied in the Diels-Alder reaction of cyclopentadiene and (E)-2-butenoyl-1,3-oxazolidin-2-one. Substituents at the C-2 position of the dioxolane ring can play an important role in determining the selectivity as well as the nature of the major isomer. This effect is more important for TADDOLs containing bulky aromatic groups such as 3,5-dimethylphenyl- or 1-naphthyl at the alpha -positions. Experimental evidence supports the hypothesis that pi-pi. interactions between aromatic groups at the C-2 and the ones at the a-positions are critical in this respect. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00464-x