10-(dimethylphenylsilanyl)-8-hydroxy-4-phenyl-2,4,6-triazatricyclo[5.2.1.0(2,6)]decane-3,5-dione | 1233348-11-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 10-(dimethylphenylsilanyl)-8-hydroxy-4-phenyl-2,4,6-triazatricyclo[5.2.1.0(2,6)]decane-3,5-dione
• 英文别名: (1R,7S,8R,10S)-10-[dimethyl(phenyl)silyl]-8-hydroxy-4-phenyl-2,4,6-triazatricyclo[5.2.1.02,6]decane-3,5-dione
• CAS: 1233348-11-2
• 化学式: C₂₁H₂₃N₃O₃Si
• 分子量: 393.517
• InChiKey: MCSKRJXCRPECME-YRXWBPOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.65
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-苯基-1,2,4-三唑啉-3,5-二酮 、 (1R,2S)-2-(dimethylphenylsilanyl)cyclopent-3-enol 以 二氯甲烷 为溶剂， 以70%的产率得到10-(dimethylphenylsilanyl)-8-hydroxy-4-phenyl-2,4,6-triazatricyclo[5.2.1.0(2,6)]decane-3,5-dione
  参考文献：
  名称：

  On the [3 + 2] Annulation of Cyclic Allylsilanes with N-Phenyltriazolinedione: An Enantio- and Diastereoselective Synthesis of cis-1,3-Diaminocyclitols

  摘要：

  Improved conditions were found to trigger [3 + 2] annulation of cyclic allylsilanes with N-phenyltriazolinedione (PTAD); the products from this reaction were readily tailored into cis-1,3-diaminocyclitols in highly enantioenriched form with full stereochemical control of up to four contiguous stereogenic centers.

  DOI：

  10.1021/jo100724w