[(1R,2S,5R,6R,7R)-3-benzyl-2-methyl-7-pyrrolidin-1-yl-3-azabicyclo[3.2.0]heptan-6-yl]methanol | 1400914-20-6

• 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: [(1R,2S,5R,6R,7R)-3-benzyl-2-methyl-7-pyrrolidin-1-yl-3-azabicyclo[3.2.0]heptan-6-yl]methanol
• CAS: 1400914-20-6
• 化学式: C₁₉H₂₈N₂O
• 分子量: 300.444
• InChiKey: YKCXNSAIVWHWKR-UJCHZGTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  26.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl N-benzylaminocrotonate 在 lithium aluminium tetrahydride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 6.0h， 生成 [(1R,2S,5R,6R,7R)-3-benzyl-2-methyl-7-pyrrolidin-1-yl-3-azabicyclo[3.2.0]heptan-6-yl]methanol
  参考文献：
  名称：

  Chemoenzymatic synthesis and evaluation of 3-azabicyclo[3.2.0]heptane derivatives as dopaminergic ligands

  摘要：

  New 3-azabicyclo[3.2.0]heptane derivatives were synthesized using a multicomponent reaction. Racemic compounds were efficiently resolved by kinetic resolution with immobilized lipase B of Candida antarctica (Novozym 435). The obtained compounds demonstrated greater binding affinity at D-2L and D-3 dopamine receptors compared to D-1 binding sites, and individual enantiomers of the same compound possessed distinct affinities. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.025

文献信息

• Chemoenzymatic synthesis and evaluation of 3-azabicyclo[3.2.0]heptane derivatives as dopaminergic ligands
  作者：Reet Reinart-Okugbeni、Kerti Ausmees、Kadri Kriis、Franz Werner、Ago Rinken、Tõnis Kanger

  DOI：10.1016/j.ejmech.2012.07.025

  日期：2012.9

  New 3-azabicyclo[3.2.0]heptane derivatives were synthesized using a multicomponent reaction. Racemic compounds were efficiently resolved by kinetic resolution with immobilized lipase B of Candida antarctica (Novozym 435). The obtained compounds demonstrated greater binding affinity at D-2L and D-3 dopamine receptors compared to D-1 binding sites, and individual enantiomers of the same compound possessed distinct affinities. (C) 2012 Elsevier Masson SAS. All rights reserved.