4-[2-(hydroxy-phenyl-methyl)-[1,3,5]dithiazinan-5-yl]-butyric acid | 478916-01-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[2-(hydroxy-phenyl-methyl)-[1,3,5]dithiazinan-5-yl]-butyric acid
• 英文别名: 4-[2-[Hydroxy(phenyl)methyl]-1,3,5-dithiazinan-5-yl]butanoic acid；4-[2-[hydroxy(phenyl)methyl]-1,3,5-dithiazinan-5-yl]butanoic acid
• CAS: 478916-01-7
• 化学式: C₁₄H₁₉NO₃S₂
• 分子量: 313.442
• InChiKey: TYCGMNJKCYVKCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[2-(hydroxy-phenyl-methyl)-[1,3,5]dithiazinan-5-yl]-butyric acid 在 二苯甲酮 作用下， 以 乙腈 为溶剂， 生成 苯甲醛 、 4-[1,3,5]dithiazinan-5-ylbutyric acid
  参考文献：
  名称：

  Amino Acid-Based Dithiazines:  Synthesis and Photofragmentation of Their Benzaldehyde Adducts

  摘要：

  [GRAPHICS]alpha-Amino acids and GABA are functionalized with dithiazine rings via reaction with sodium hydrosulfide in aqueous formaldehyde. The resulting dithiazines are lithiated at -78 degreesC and reacted with benzaldehyde furnishing amino acid-based 2,5-bis-substituted dithiazines. These adducts undergo externally sensitized photofragmentation with quantum efficiency comparable to that of the parent dithiane adducts, thus offering a novel approach to amino acid-based photolabile tethers.

  DOI：

  10.1021/ol0268790
• 作为产物：
  描述：

  苯甲醛 、 4-[1,3,5]dithiazinan-5-ylbutyric acid 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以62%的产率得到4-[2-(hydroxy-phenyl-methyl)-[1,3,5]dithiazinan-5-yl]-butyric acid
  参考文献：
  名称：

  Amino Acid-Based Dithiazines:  Synthesis and Photofragmentation of Their Benzaldehyde Adducts

  摘要：

  [GRAPHICS]alpha-Amino acids and GABA are functionalized with dithiazine rings via reaction with sodium hydrosulfide in aqueous formaldehyde. The resulting dithiazines are lithiated at -78 degreesC and reacted with benzaldehyde furnishing amino acid-based 2,5-bis-substituted dithiazines. These adducts undergo externally sensitized photofragmentation with quantum efficiency comparable to that of the parent dithiane adducts, thus offering a novel approach to amino acid-based photolabile tethers.

  DOI：

  10.1021/ol0268790