2,2-diethyl 3,4-dimethyl 5-(naphthalen-1-yl)pyrrolidine-2,2,3,4-tetracarboxylate | 1022349-83-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,2-diethyl 3,4-dimethyl 5-(naphthalen-1-yl)pyrrolidine-2,2,3,4-tetracarboxylate
• 英文别名: 2-O,2-O'-diethyl 3-O,4-O-dimethyl (3S,4R,5S)-5-naphthalen-1-ylpyrrolidine-2,2,3,4-tetracarboxylate
• CAS: 1022349-83-2
• 化学式: C₂₄H₂₇NO₈
• 分子量: 457.48
• InChiKey: NUKGDWTZVWTRGH-GUDVDZBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  氨基丙二酸二乙酯 、 1-萘甲醛 、 马来酸二甲酯 在 [(R)-1,1'-BINOL-2,2'-phosphate-3-CH₂]2O 3 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 生成 2,2-diethyl 3,4-dimethyl 5-(naphthalen-1-yl)pyrrolidine-2,2,3,4-tetracarboxylate 、 2,2-diethyl 3,4-dimethyl 5-(naphthalen-1-yl)pyrrolidine-2,2,3,4-tetracarboxylate
  参考文献：
  名称：

  Asymmetric Organocatalytic Three-Component 1,3-Dipolar Cycloaddition: Control of Stereochemistry via a Chiral Brønsted Acid Activated Dipole

  摘要：

  A Bronsted acid catalyzed three-component asymmetric 1,3-dipolar addition reaction between aldehydes, amino esters, and dipolarophiles by a new bisphosphoric acid, derived from the linked BINOL, furnished multiply substituted pyrrolidines in high yield with excellent enantioselectivities under mild conditions.

  DOI：

  10.1021/ja801034e

文献信息

• Asymmetric Organocatalytic Three-Component 1,3-Dipolar Cycloaddition: Control of Stereochemistry via a Chiral Brønsted Acid Activated Dipole
  作者：Xiao-Hua Chen、Wen-Quan Zhang、Liu-Zhu Gong

  DOI：10.1021/ja801034e

  日期：2008.4.1

  A Bronsted acid catalyzed three-component asymmetric 1,3-dipolar addition reaction between aldehydes, amino esters, and dipolarophiles by a new bisphosphoric acid, derived from the linked BINOL, furnished multiply substituted pyrrolidines in high yield with excellent enantioselectivities under mild conditions.