ethyl 4-(2-adamantylamino)-1-[(4-chloro-2-fluorophenyl)methyl]-3,6-dihydro-2H-pyridine-5-carboxylate | 1159913-07-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: ethyl 4-(2-adamantylamino)-1-[(4-chloro-2-fluorophenyl)methyl]-3,6-dihydro-2H-pyridine-5-carboxylate
• CAS: 1159913-07-1
• 化学式: C₂₅H₃₂ClFN₂O₂
• 分子量: 446.993
• InChiKey: QEILGDYHSVOETD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 4-(2-adamantylamino)-1-[(4-chloro-2-fluorophenyl)methyl]-3,6-dihydro-2H-pyridine-5-carboxylate 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 反应 18.0h， 生成 Ethyl 4-(2-adamantylamino)-1-[(4-chloro-2-fluorophenyl)methyl]piperidine-3-carboxylate
  参考文献：
  名称：

  Exploring a pocket for polycycloaliphatic groups in the CXCR3 receptor with the aid of a modular synthetic strategy

  摘要：

  A CXCR3 pocket capable of accommodating polycycloaliphatics was explored using a modular synthetic strategy. The systematic studies reveal that the tricyclic 2-adamantane and bicyclic (iso) bornyl group are efficiently recognized by CXCR3. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.093
• 作为产物：
  描述：

  ethyl 1-(4-chloro-2-fluorobenzyl)-4-oxopiperidine-3-carboxylate 、 2-金刚烷胺盐酸盐 在 三乙酰氧基硼氢化钠 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 72.0h， 以67%的产率得到ethyl 4-(2-adamantylamino)-1-[(4-chloro-2-fluorophenyl)methyl]-3,6-dihydro-2H-pyridine-5-carboxylate
  参考文献：
  名称：

  Exploring a pocket for polycycloaliphatic groups in the CXCR3 receptor with the aid of a modular synthetic strategy

  摘要：

  A CXCR3 pocket capable of accommodating polycycloaliphatics was explored using a modular synthetic strategy. The systematic studies reveal that the tricyclic 2-adamantane and bicyclic (iso) bornyl group are efficiently recognized by CXCR3. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.093

文献信息

• Exploring a pocket for polycycloaliphatic groups in the CXCR3 receptor with the aid of a modular synthetic strategy
  作者：Maikel Wijtmans、Dennis Verzijl、Cindy M.E. van Dam、Leontien Bosch、Martine J. Smit、Rob Leurs、Iwan J.P. de Esch

  DOI：10.1016/j.bmcl.2009.02.093

  日期：2009.4

  A CXCR3 pocket capable of accommodating polycycloaliphatics was explored using a modular synthetic strategy. The systematic studies reveal that the tricyclic 2-adamantane and bicyclic (iso) bornyl group are efficiently recognized by CXCR3. (c) 2009 Elsevier Ltd. All rights reserved.