[(2S)-1-chloro-3-[6-(4-methoxyphenyl)-3,4-dihydro-2H-1,5-naphthyridin-1-yl]propan-2-yl] N-phenylcarbamate | 944152-98-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: [(2S)-1-chloro-3-[6-(4-methoxyphenyl)-3,4-dihydro-2H-1,5-naphthyridin-1-yl]propan-2-yl] N-phenylcarbamate
• CAS: 944152-98-1
• 化学式: C₂₅H₂₆ClN₃O₃
• 分子量: 451.953
• InChiKey: MWKULGFAPUIRJH-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  63.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(2S)-1-chloro-3-[6-(4-methoxyphenyl)-3,4-dihydro-2H-1,5-naphthyridin-1-yl]propan-2-yl] N-phenylcarbamate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以99%的产率得到(+)-(S)-5-[(6-(4-methoxyphenyl)-1,2,3,4-tetrahydro-1,5-naphthyridino)methyl]-3-phenyloxazolidin-2-one
  参考文献：
  名称：

  1,2,3,4-Tetrahydro-1,5-naphthyridines and related heterocyclic scaffolds: exploration of suitable chemistry for library development

  摘要：

  The chemistry of 1,2,3,4-tetrahydro-1,5-naphthyridines and 2,3,4,5-tetrahydro-1H-pyrido[3,2-b] azepines has been explored with the goal of discovering reactions at N1 suitable for library development. Epoxide openings, Pd-catalyzed N-arylations, DEPBT-promoted acylations, and urea formation through the reaction with isocyanates were all successful. The epoxide opening chemistry using homochiral epichlorohydrin followed by epoxide reclosure and a second nucleophilic opening led to the preparation of a small 24-membered library. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.003
• 作为产物：
  描述：

  6-(4-methoxyphenyl)-1,2,3,4-tetrahydro-1,5-naphthyridine 在 ytterbium(III) triflate 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 [(2S)-1-chloro-3-[6-(4-methoxyphenyl)-3,4-dihydro-2H-1,5-naphthyridin-1-yl]propan-2-yl] N-phenylcarbamate
  参考文献：
  名称：

  1,2,3,4-Tetrahydro-1,5-naphthyridines and related heterocyclic scaffolds: exploration of suitable chemistry for library development

  摘要：

  The chemistry of 1,2,3,4-tetrahydro-1,5-naphthyridines and 2,3,4,5-tetrahydro-1H-pyrido[3,2-b] azepines has been explored with the goal of discovering reactions at N1 suitable for library development. Epoxide openings, Pd-catalyzed N-arylations, DEPBT-promoted acylations, and urea formation through the reaction with isocyanates were all successful. The epoxide opening chemistry using homochiral epichlorohydrin followed by epoxide reclosure and a second nucleophilic opening led to the preparation of a small 24-membered library. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.003