3-(4-Methoxycarbonyloxy-phenyl)-propionic acid (S)-2,2-dimethyl-1-[6-((R)-4-phenyl-4,5-dihydro-oxazol-2-yl)-pyridin-2-yl]-propyl ester | 256454-89-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-(4-Methoxycarbonyloxy-phenyl)-propionic acid (S)-2,2-dimethyl-1-[6-((R)-4-phenyl-4,5-dihydro-oxazol-2-yl)-pyridin-2-yl]-propyl ester
• CAS: 256454-89-4
• 化学式: C₃₀H₃₂N₂O₆
• 分子量: 516.594
• InChiKey: DBRDIRIQRFUFLL-AHKZPQOWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  38.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  96.31
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3-(4-Methoxycarbonyloxy-phenyl)-propionic acid (S)-2,2-dimethyl-1-[6-((R)-4-phenyl-4,5-dihydro-oxazol-2-yl)-pyridin-2-yl]-propyl ester 在 ammonium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以95%的产率得到3-(4-Hydroxy-phenyl)-propionic acid (S)-2,2-dimethyl-1-[6-((R)-4-phenyl-4,5-dihydro-oxazol-2-yl)-pyridin-2-yl]-propyl ester
  参考文献：
  名称：

  Enantioselective allylic alkylation using polymer-supported palladium catalysts

  摘要：

  Chiral 2'-(4",5"-dihydro-2"-oxazolyl)-6'-(1-hydroxylalkyl)pyridines were grafted via ester-linkages directly to cross-linked polystyrene and to polyethyleneglycol-containing resins TentaGel and ArgoGel functionalized with carboxylic acid groups or via spacers containing a carboxylic acid group. The polymeric ligands were used in the palladium-catalyzed substitution of rac-1,3-diphenyl-2-propenyl acetate with dimethyl malonate. The enantioselectivities (up to 80% ee) were similar to those observed employing an analogous monomeric catalyst. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00416-4
• 作为产物：
  描述：

  对羟基苯丙酸 、 alkaline earth salt of/the/ methylsulfuric acid 在 4-二甲氨基吡啶 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 生成 3-(4-Methoxycarbonyloxy-phenyl)-propionic acid (S)-2,2-dimethyl-1-[6-((R)-4-phenyl-4,5-dihydro-oxazol-2-yl)-pyridin-2-yl]-propyl ester
  参考文献：
  名称：

  Enantioselective allylic alkylation using polymer-supported palladium catalysts

  摘要：

  Chiral 2'-(4",5"-dihydro-2"-oxazolyl)-6'-(1-hydroxylalkyl)pyridines were grafted via ester-linkages directly to cross-linked polystyrene and to polyethyleneglycol-containing resins TentaGel and ArgoGel functionalized with carboxylic acid groups or via spacers containing a carboxylic acid group. The polymeric ligands were used in the palladium-catalyzed substitution of rac-1,3-diphenyl-2-propenyl acetate with dimethyl malonate. The enantioselectivities (up to 80% ee) were similar to those observed employing an analogous monomeric catalyst. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00416-4