tert-butyl (2R,5'S)-5'-(hydroxymethyl)-2'-oxo-3H-spiro[benzofuran-2,3'-pyrrolidine]-1'-carboxylate | 917600-44-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: tert-butyl (2R,5'S)-5'-(hydroxymethyl)-2'-oxo-3H-spiro[benzofuran-2,3'-pyrrolidine]-1'-carboxylate
• CAS: 917600-44-3
• 化学式: C₁₇H₂₁NO₅
• 分子量: 319.357
• InChiKey: QARBIZIUHNLKJX-YVEFUNNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.89
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  76.07
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (2R,5'S)-5'-(hydroxymethyl)-2'-oxo-3H-spiro[benzofuran-2,3'-pyrrolidine]-1'-carboxylate 在 盐酸 、 jones reagent 作用下， 以 丙酮 为溶剂， 生成 (2R)-2-[(2S)-2-amino-2-carboxyethyl]-3H-1-benzofuran-2-carboxylic acid
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of a scaffold for iGluR ligands based on the structure of (−)-dysiherbaine

  摘要：

  The design and synthesis of four 2,2-disubstituted dihydrobenzofurans that are structurally related to several glutamate-containing natural products, including (-)-dysiherbaine, is described. Biological evaluation of these analogs shows that one is a KA receptor antagonist and another is an NMDA receptor agonist. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.047
• 作为产物：
  描述：

  tert-butyl (2R,5'S)-5'-(((tert-butyldiphenylsilyl)oxy)methyl)-2'-oxo-3H-spiro[benzofuran-2,3'-pyrrolidine]-1'-carboxylate 在 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl (2R,5'S)-5'-(hydroxymethyl)-2'-oxo-3H-spiro[benzofuran-2,3'-pyrrolidine]-1'-carboxylate
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of a scaffold for iGluR ligands based on the structure of (−)-dysiherbaine

  摘要：

  The design and synthesis of four 2,2-disubstituted dihydrobenzofurans that are structurally related to several glutamate-containing natural products, including (-)-dysiherbaine, is described. Biological evaluation of these analogs shows that one is a KA receptor antagonist and another is an NMDA receptor agonist. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.047