2-<α-Hydroxy-benzyl>-5-<2-hydroxy-ethyl>-4-methyl-thiazol | 6104-98-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-<α-Hydroxy-benzyl>-5-<2-hydroxy-ethyl>-4-methyl-thiazol
• 英文别名: 2-[2-(hydroxy-phenyl-methyl)-4-methyl-thiazol-5-yl]-ethanol；2-[2-[Hydroxy(phenyl)methyl]-4-methyl-1,3-thiazol-5-yl]ethanol；2-[2-[hydroxy(phenyl)methyl]-4-methyl-1,3-thiazol-5-yl]ethanol
• CAS: 6104-98-9
• 化学式: C₁₃H₁₅NO₂S
• 分子量: 249.334
• InChiKey: XOFWWRGILXIHMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  81.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  盐酸硫胺 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.67h， 生成 2-<α-Hydroxy-benzyl>-5-<2-hydroxy-ethyl>-4-methyl-thiazol
  参考文献：
  名称：

  Oka,Y. et al., Chemical and pharmaceutical bulletin, 1970, vol. 18, p. 527 - 533

  摘要：

  DOI：

文献信息

• Studies on Pyrimidine Derivatives and Related Compounds. LXXVII. Reaction of Thiamine Analogues with Diethyl Benzoylphosphonate
  作者：AKIRA TAKAMIZAWA、HIROSHI HARADA

  DOI：10.1248/cpb.21.770

  日期：——

  Reaction of thiamine analogues (8, 14, and 17) with diethyl benzoylphosphonate (20) was carried out and an interesting difference in reactivity in aprotic solvent according to substituents and nuclei was observed.

  硫胺素类似物（8、14和17）与二乙基苯甲酰膦酸酯（20）的反应进行了研究，在非质子溶剂中观察到了根据取代基和核的不同而产生的反应活性的有趣差异。
• Studies on Vitamin B&lt;SUB&gt;1&lt;/SUB&gt; and Related Compounds.CVII.Synthesis of Hydroxyethylthiamine Homologs
  作者：Yoshikazu Oka、Eiko Imamiya、Hiroshi Hirano

  DOI：10.1248/cpb.15.448

  日期：——

  Two types of dihydrothiamine derivatives, IV, VI, VIII, and V, VII, IX, were obtained by the reaction of I, II, and phenylglyoxal derivatives. On treatment with mineral acids both of those underwent hydrolysis in the presence of water, but in non-aqueous solutions thiamine was afforded under room temperature. Treatments of them with weak acids such as phosphoric acid, formic acid and acetic acid effected the conversion to the aryl homologs of hydroxyethylthiamine, XI, XII and XIII.

  通过 I、II 和苯乙醛衍生物的反应，得到了两种二氢硫胺衍生物 IV、VI、VIII 和 V、VII、IX。用矿酸处理时，这两种衍生物都会在有水的情况下发生水解，但在非水溶液中，硫胺可在室温下生成。用磷酸、甲酸和乙酸等弱酸对它们进行处理，可将它们转化为羟乙基硫胺的芳基同系物 XI、XII 和 XIII。