2-(1,3,5-二噻嗪-5-基)乙酸 | 91469-63-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(1,3,5-二噻嗪-5-基)乙酸
• 英文名称: (perhydro-1,3,5-dithiazin-5-yl)acetic acid
• 英文别名: 2-(1,3,5-dithiazinan-5-yl)acetic acid；2-[1,3,5-dithiazin-5-yl]acetic acid；[1,3,5]dithiazinan-5-ylacetic acid；N-Carboxymethyl-dihydro-1.3.5-dithiazin；4H-1,3,5-Dithiazine-5(6H)-acetic acid
• CAS: 91469-63-5
• 化学式: C₅H₉NO₂S₂
• 分子量: 179.264
• InChiKey: DMOTYVIHXVOPFD-UHFFFAOYSA-N

物化性质

• 沸点：
  361.5±42.0 °C(Predicted)
• 密度：
  1.393±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  91.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 2-(1,3,5-二噻嗪-5-基)乙酸 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以58%的产率得到[2-(hydroxy-phenyl-methyl)-[1,3,5]dithiazinan-5-yl]acetic 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：

  聚合甲醛 、 聚甘氨酸 在 氢氧化钾 、 sodium hydrogensulfide 作用下， 以 水 为溶剂， 反应 3.5h， 以61%的产率得到2-(1,3,5-二噻嗪-5-基)乙酸
  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

文献信息

• Synthesis, crystal structure, and interconversions of new N-aryl-1,3,5-dithiazinanes, 1,3,5-thiadiazinanes, and 1,5-dithia-3,7-diazacyclooctanes
  作者：V. R. Akhmetova、Z. T. Niatshina、G. R. Khabibullina、I. S. Bushmarinov、A. O. Borisova、Z. A. Starikova、L. F. Korzhova、R. V. Kunakova

  DOI：10.1007/s11172-010-0196-y

  日期：2010.5

  mixture in the synthesis of N-aryl-substituted 1,3,5-dithiazinanes, 1,3,5-thiadiazinanes, and 1,5-dithia-3,7-diazacyclooctanes has been studied depending on the type and mutual arrangement of substituents in the starting anilines, ratio of reagents, temperature, and reaction time. Conformation of the synthesized heterocycles in crystal has been found by X-ray diffraction. Interconversion of the heterocycles

  苯胺与 CH2O-H2S 硫甲基化混合物在合成 N-芳基取代的 1,3,5-二噻嗪、1,3,5-噻二嗪和 1,5-二噻-3,7-二氮杂环辛烷中的多组分反应的化学选择性已根据起始苯胺中取代基的类型和相互排列、试剂比例、温度和反应时间进行了研究。已通过 X 射线衍射发现晶体中合成杂环的构象。杂环的相互转化显示了 N-芳基-1,3,5-二噻嗪烷的稳定性。
• Khafizova; Akhmetova; Nadyrgulova, Petroleum Chemistry, 2005, vol. 45, # 5, p. 345 - 349
  作者：Khafizova、Akhmetova、Nadyrgulova、Rusakov、Kunakova、Dzhemilev

  DOI：——

  日期：——
• Kunakova; Khafizova; Dal'Nova, Petroleum Chemistry, 2002, vol. 42, # 5, p. 347 - 350
  作者：Kunakova、Khafizova、Dal'Nova、Aleev、Khalilov、Dzhemilev

  DOI：——

  日期：——