tert-butyl 5-[(E)-2-(2-pyridyl)ethenyl]-2-naphthyl-carbamate | 685902-49-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl 5-[(E)-2-(2-pyridyl)ethenyl]-2-naphthyl-carbamate
• CAS: 685902-49-2
• 化学式: C₂₂H₂₂N₂O₂
• 分子量: 346.429
• InChiKey: MBJDOEHXOJFKNJ-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  51.22
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 5-[(E)-2-(2-pyridyl)ethenyl]-2-naphthyl-carbamate 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 C,C,C-Trifluoro-N-[5-((E)-2-pyridin-2-yl-vinyl)-naphthalen-2-yl]-methanesulfonamide
  参考文献：
  名称：

  Design and Syntheses of 1,6-Naphthalene Derivatives as Selective HCMV Protease Inhibitors

  摘要：

  Through high throughput screening of various libraries, substituted styryl naphthalene 6 was identified as an HCMV protease inhibitor. Optimization of various regions of the lead molecule using parallel synthesis resulted in 1,6-substituted naphthalenes 19d-i. These compounds displayed good potency and were selective over elastase, trypsin, and chymotrypsin. The optimization approach on lead compound 6 in three different regions of the molecule using parallel solution-phase synthesis and the corresponding SAR are discussed in detail.

  DOI：

  10.1021/jm030540h
• 作为产物：
  描述：

  (5-甲酰基-2-萘)氨基甲酸叔丁酯 、 三苯(2-吡啶基甲基)膦氯盐酸盐 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 以2.5 g的产率得到tert-butyl 5-[(E)-2-(2-pyridyl)ethenyl]-2-naphthyl-carbamate
  参考文献：
  名称：

  Design and Syntheses of 1,6-Naphthalene Derivatives as Selective HCMV Protease Inhibitors

  摘要：

  Through high throughput screening of various libraries, substituted styryl naphthalene 6 was identified as an HCMV protease inhibitor. Optimization of various regions of the lead molecule using parallel synthesis resulted in 1,6-substituted naphthalenes 19d-i. These compounds displayed good potency and were selective over elastase, trypsin, and chymotrypsin. The optimization approach on lead compound 6 in three different regions of the molecule using parallel solution-phase synthesis and the corresponding SAR are discussed in detail.

  DOI：

  10.1021/jm030540h