[1-(3,5,5-三甲基己基)吡咯烷-3-基]氨基甲酸叔丁酯 | 828928-32-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: [1-(3,5,5-三甲基己基)吡咯烷-3-基]氨基甲酸叔丁酯
• 英文名称: [1-(3,5,5-trimethylhexyl)pyrrolidin-3-yl]carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[1-(3,5,5-trimethylhexyl)pyrrolidin-3-yl]carbamate
• CAS: 828928-32-1
• 化学式: C₁₈H₃₆N₂O₂
• 分子量: 312.496
• InChiKey: QWVXSOSWBCJOPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [1-(3,5,5-三甲基己基)吡咯烷-3-基]氨基甲酸叔丁酯 在 三乙酰氧基硼氢化钠 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 4.17h， 生成 [5-(4-Chloro-phenyl)-furan-2-ylmethyl]-[1-(3,5,5-trimethyl-hexyl)-pyrrolidin-3-yl]-amine
  参考文献：
  名称：

  A Screening Library for Peptide Activated G-Protein Coupled Receptors. 1. The Test Set

  摘要：

  One subset of the G-protein coupled receptor (GPCR) superfamily is that which is activated by a peptide carrying an obligatory positively charged residue (GPCR-PA(+)). This subclass is exemplified by receptors for melanocortins, GnRH, galanin, MCH, orexin, and some chemokine receptors variously involved in eating disorders, reproductive disorders, pain, narcolepsy, obesity, and inflammation. Using the methods described in this study, a region of chemical property space enriched in GPCR ligands was identified. This information was used to design and synthesize a "test" library of 2025 single, pure compounds to sample portions of this property space associated with GPCR-PA(+) ligands. The library was evaluated by high-throughput screening against three different receptors, rMCH, hMC4, and hGnRH, and found to be highly enriched in active ligands (4.5-61-fold) compared to a control set of 2024 randomly selected compounds. In addition, the analysis suggested that about 7000 compounds will be necessary to complete the sampling of this GPCR-PA(+) ligand-rich region and to better define its borders.

  DOI：

  10.1021/jm040084c
• 作为产物：
  描述：

  1-溴-3,5,5-三甲基己烷 、 3-(Boc-氨基)吡咯烷 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以52%的产率得到[1-(3,5,5-三甲基己基)吡咯烷-3-基]氨基甲酸叔丁酯
  参考文献：
  名称：

  A Screening Library for Peptide Activated G-Protein Coupled Receptors. 1. The Test Set

  摘要：

  One subset of the G-protein coupled receptor (GPCR) superfamily is that which is activated by a peptide carrying an obligatory positively charged residue (GPCR-PA(+)). This subclass is exemplified by receptors for melanocortins, GnRH, galanin, MCH, orexin, and some chemokine receptors variously involved in eating disorders, reproductive disorders, pain, narcolepsy, obesity, and inflammation. Using the methods described in this study, a region of chemical property space enriched in GPCR ligands was identified. This information was used to design and synthesize a "test" library of 2025 single, pure compounds to sample portions of this property space associated with GPCR-PA(+) ligands. The library was evaluated by high-throughput screening against three different receptors, rMCH, hMC4, and hGnRH, and found to be highly enriched in active ligands (4.5-61-fold) compared to a control set of 2024 randomly selected compounds. In addition, the analysis suggested that about 7000 compounds will be necessary to complete the sampling of this GPCR-PA(+) ligand-rich region and to better define its borders.

  DOI：

  10.1021/jm040084c