(R)-N-(5-diethylcarbamoyl-2-pyridyl)-phenylglycinol | 872201-00-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (R)-N-(5-diethylcarbamoyl-2-pyridyl)-phenylglycinol
• CAS: 872201-00-8
• 化学式: C₁₈H₂₃N₃O₂
• 分子量: 313.4
• InChiKey: SJAPZCREBHRBKI-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  65.46
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (R)-N-(5-diethylcarbamoyl-2-pyridyl)-phenylglycinol 在 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以68%的产率得到(R)-5-diethylcarbamoyl-2-phenyl-2,3-dihydroimidazo[1,2-a]pyridine
  参考文献：
  名称：

  Influence of electronic and steric factors on 2,3-dihydroimidazo[1,2-a]pyridine-based enantioselective acylation catalysts

  摘要：

  The catalytic activity and enantioselectivity of chiral 2,3-dihydroimidazo[1,2-a]pyridine (DHIP) derivatives was examined as a function of the steric environment of the nucleophific nitrogen and the electronic properties of the pyridine ring. 2-Phenyl-6-trifluoroinethyl-DHIP (CF3-PIP) was confirmed to be the best catalyst in this series. In addition, three second-generation catalysts derived from the 1,2dihydroimidazo[1,2-a]quinoline (DHIQ) core were tested and proved to be considerably more active than CF3-PIP. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.08.119
• 作为产物：
  描述：

  6-氯吡啶-3-羰酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 (R)-N-(5-diethylcarbamoyl-2-pyridyl)-phenylglycinol
  参考文献：
  名称：

  Influence of electronic and steric factors on 2,3-dihydroimidazo[1,2-a]pyridine-based enantioselective acylation catalysts

  摘要：

  The catalytic activity and enantioselectivity of chiral 2,3-dihydroimidazo[1,2-a]pyridine (DHIP) derivatives was examined as a function of the steric environment of the nucleophific nitrogen and the electronic properties of the pyridine ring. 2-Phenyl-6-trifluoroinethyl-DHIP (CF3-PIP) was confirmed to be the best catalyst in this series. In addition, three second-generation catalysts derived from the 1,2dihydroimidazo[1,2-a]quinoline (DHIQ) core were tested and proved to be considerably more active than CF3-PIP. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.08.119