N-((S)-1-(naphthalen-2-yl)ethyl)pivalamide | 1250258-71-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-((S)-1-(naphthalen-2-yl)ethyl)pivalamide
• 英文别名: 2,2-dimethyl-N-[(1S)-1-naphthalen-2-ylethyl]propanamide
• CAS: 1250258-71-9
• 化学式: C₁₇H₂₁NO
• 分子量: 255.36
• InChiKey: MTPSYJGFWZLANJ-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (S)-(-)-1-(2-萘基)乙胺 、 三甲基乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以98%的产率得到N-((S)-1-(naphthalen-2-yl)ethyl)pivalamide
  参考文献：
  名称：

  A Versatile and Practical Solvating Agent for Enantioselective Recognition and NMR Analysis of Protected Amines

  摘要：

  The 3,5-dinitrobenzoyl-derived 1-naphthylethyl amide 3 is an attractive CSA for NMR analysis of protected amines. It is readily prepared in a single step and combines practical resolution of diastereomeric complexes due to signal sharpness and effective signal separation. Crystallographic analysis shows that 3 forms a chiral cleft that can selectively bind one enantiomer of a substrate through hydrogen bonding, pi-pi stacking, and CH/pi interactions. The enantioselective complex formation causes strong upfield shifts in the H-1 NMR spectrum even in the presence of only 5 mol % of 3.

  DOI：

  10.1021/jo101426a

文献信息

• HAEMATOPOIETIC-PROSTAGLANDIN D2 SYNTHASE INHIBITORS
  申请人：Smythe Mark Leslie

  公开号：US20130137684A1

  公开（公告）日：2013-05-30

  The present invention generally relates to compounds that inhibit haematopoietic-prostaglandin D 2 synthase (H-PGDS), to compositions containing them and to their use in treating or preventing conditions and diseases associated with H-PGDS, such as allergies and inflammation.
• US9199976B2
  申请人：——

  公开号：US9199976B2

  公开（公告）日：2015-12-01