| 1037747-45-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• CAS: 1037747-45-7
• 化学式: C₂₅H₂₉N₃O₆S₂
• 分子量: 531.654
• InChiKey: PRCGILZALWXEDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  36.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  109.73
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  在 双(乙腈)氯化钯(II) 作用下， 以 水 、 丙酮 为溶剂， 反应 8.0h， 以96%的产率得到Tert-butyl 2-[2-(2-acetyl-1,3-thiazol-4-yl)-6-[(2-methylpropan-2-yl)oxycarbonyl]pyridin-3-yl]-1,3-thiazole-4-carboxylate
  参考文献：
  名称：

  Direct C-2 Arylation of Alkyl 4-Thiazolecarboxylates: New Insights in Synthesis of Heterocyclic Core of Thiopeptide Antibiotics

  摘要：

  The Pd(0)-catalyzed regioselective C-2 (hetero)arylation of tert-butyl 4-thiazolecarboxylate with a broad (hetero)aryl halide is reported, including the direct coupling of pyridinyl halides. The process has allowed the preparation of valuable 2-pyridynyl-4-thiazolecarboxylates which are components of the complex heterocyclic core of thiopeptides antibiotics. As a first application, a synthesis of a tert-butyl sulfomycinamate thio-analogue from tert-butyl 4-thiazolecarboxylate is here described through a three-step direct pyridinylation, halogenation, and Stille cross-coupling sequence.

  DOI：

  10.1021/ol801035c
• 作为产物：
  描述：

  4-bromo-2-(2-methyl-1,3-dioxolan-2-yl)thiazole 、 Tert-butyl 2-[2-chloro-6-[(2-methylpropan-2-yl)oxycarbonyl]pyridin-3-yl]-1,3-thiazole-4-carboxylate 在 正丁基锂 、 三丁基氯化锡 、 四(三苯基膦)钯 作用下， 以 乙醚 、 1,4-二氧六环 为溶剂， 反应 12.25h， 以110 mg的产率得到
  参考文献：
  名称：

  Direct C-2 Arylation of Alkyl 4-Thiazolecarboxylates: New Insights in Synthesis of Heterocyclic Core of Thiopeptide Antibiotics

  摘要：

  The Pd(0)-catalyzed regioselective C-2 (hetero)arylation of tert-butyl 4-thiazolecarboxylate with a broad (hetero)aryl halide is reported, including the direct coupling of pyridinyl halides. The process has allowed the preparation of valuable 2-pyridynyl-4-thiazolecarboxylates which are components of the complex heterocyclic core of thiopeptides antibiotics. As a first application, a synthesis of a tert-butyl sulfomycinamate thio-analogue from tert-butyl 4-thiazolecarboxylate is here described through a three-step direct pyridinylation, halogenation, and Stille cross-coupling sequence.

  DOI：

  10.1021/ol801035c