2'-Ethyl-4-iodomethyl-[2,4']bithiazolyl | 714950-06-8

• 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'-Ethyl-4-iodomethyl-[2,4']bithiazolyl
• 英文别名: 2-Ethyl-4-[4-(iodomethyl)-1,3-thiazol-2-yl]-1,3-thiazole
• CAS: 714950-06-8
• 化学式: C₉H₉IN₂S₂
• 分子量: 336.22
• InChiKey: PRFXZLMKVYZWQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2'-Ethyl-4-iodomethyl-[2,4']bithiazolyl 在 hexamethyldisilazide 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 8.58h， 生成 (2E,6Z)-(4R,5S)-7-(2'-Ethyl-[2,4']bithiazolyl-4-yl)-3,5-dimethoxy-4-methyl-hepta-2,6-dienoic acid methyl ester
  参考文献：
  名称：

  (+)-Cystothiazole G: isolation and structural elucidation

  摘要：

  Palladium-catalyzed cyclization-methoxycarbonylation of (2R,3S)-3-methylpent-4-yne-1,2-diol (6) derived froth (2R,3S)epoxybutanoate 5 followed by methylation gave the tetrahydro-2-furylidene acetate (-)-7, which was converted to the left-half aldehyde (+)-3. A Wittig reaction between (+)-3 and the phosphoranylide derived froth the bithiazole-type phosphonium iodide 4 using lithium bis(trimethylsilyl)amide afforded the (+)-cystothiazole G (2), whose spectral data were identical with those of the natural product (+)-2. Thus, the stereochemistry of cystothiazole G (2) was proved to be (4R,5S,6(E)). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.067
• 作为产物：
  描述：

  2'-ethyl[2,4']bithiazolyl-4-methanol 在 咪唑 、 碘 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以84%的产率得到2'-Ethyl-4-iodomethyl-[2,4']bithiazolyl
  参考文献：
  名称：

  (+)-Cystothiazole G: isolation and structural elucidation

  摘要：

  Palladium-catalyzed cyclization-methoxycarbonylation of (2R,3S)-3-methylpent-4-yne-1,2-diol (6) derived froth (2R,3S)epoxybutanoate 5 followed by methylation gave the tetrahydro-2-furylidene acetate (-)-7, which was converted to the left-half aldehyde (+)-3. A Wittig reaction between (+)-3 and the phosphoranylide derived froth the bithiazole-type phosphonium iodide 4 using lithium bis(trimethylsilyl)amide afforded the (+)-cystothiazole G (2), whose spectral data were identical with those of the natural product (+)-2. Thus, the stereochemistry of cystothiazole G (2) was proved to be (4R,5S,6(E)). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.067