(2S,3R)-2-[(S)-5-hydroxy(diphenyl)methyl-1-methyl-trans-3-azolanyl] 3-methyl bicyclo[2.2.1]hept-5-ene-(2-endo,3-endo)-dicarboxylate | 475271-46-6

• 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: (2S,3R)-2-[(S)-5-hydroxy(diphenyl)methyl-1-methyl-trans-3-azolanyl] 3-methyl bicyclo[2.2.1]hept-5-ene-(2-endo,3-endo)-dicarboxylate
• 英文别名: 3-O-[(3R,5S)-5-[hydroxy(diphenyl)methyl]-1-methylpyrrolidin-3-yl] 2-O-methyl (1S,2R,3S,4R)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
• CAS: 475271-46-6
• 化学式: C₂₈H₃₁NO₅
• 分子量: 461.558
• InChiKey: OMTMPZDMOYMTSR-LAXOWTJVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (1R,2S,3R,4S)-3-(methoxycarbonyl)bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 、 (2S,4R)-4-hydroxymethylazolan-2-yl-diphenylmethanol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以65%的产率得到(2S,3R)-2-[(S)-5-hydroxy(diphenyl)methyl-1-methyl-trans-3-azolanyl] 3-methyl bicyclo[2.2.1]hept-5-ene-(2-endo,3-endo)-dicarboxylate
  参考文献：
  名称：

  ROMP-Polymers in Asymmetric Catalysis: The Role of the Polymer Backbone

  摘要：

  Ring-opening metathesis polymerization (ROMP) is utilized for the synthesis of highly functionalized polymers with covalently bound chiral prolinol units. The linear macromolecules act as multifunctional ligands in homogeneous asymmetric catalysis. The solubility of the polymers and their catalytic performance can be tuned by random copolymerization with achiral units in a simple and flexible manner. Use of norbornenes with additional well-defined stereogenic centers in the polymerizable core of the monomers leads to polymers which show cooperative effects between the various elements of chirality during the course of the catalysis.

  DOI：

  10.1002/1615-4169(200208)344:6/7<649::aid-adsc649>3.0.co;2-x