| 1180844-81-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• CAS: 1180844-81-8
• 化学式: C₂₂H₁₉ClN₄O₄S₃
• 分子量: 535.068
• InChiKey: NYVSFZWFCDPXFQ-UHFFFAOYSA-N

物化性质

• 熔点：
  182-183 °C
• 沸点：
  705.0±70.0 °C(predicted)
• 密度：
  1.406±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.24
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  104.16
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  、 在 potassium phosphate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 12.0h， 以52 mg的产率得到Tert-butyl 2-[6-[4-(4-ethoxycarbonyl-1,3-thiazol-2-yl)-1,3-thiazol-2-yl]-2-(2-propanoyl-1,3-thiazol-4-yl)pyridin-3-yl]-1,3-thiazole-4-carboxylate
  参考文献：
  名称：

  Highly Efficient Borylation Suzuki Coupling Process for 4-Bromo-2-ketothiazoles: Straightforward Access to Micrococcinate and Saramycetate Esters

  摘要：

  The first palladium-catalyzed borylation of 4-bromo-2-ketothiazoles followed by a Suzuki cross-coupling reaction with haloheteroaromatics using Buchwaid's Cy-JohnPhos and XPhos ligands is reported. The methodology has allowed the fast preparation of highly valuable 4-pyridinyl- and 4-thiazolyl-2-ketothiazoles as common subunits of thiopeptide antibiotics. As direct applications, novel concise syntheses of a sulfomycinamate thio-analogue as well as micrococcinate and saramycetate esters are described.

  DOI：

  10.1021/ol901525t
• 作为产物：
  描述：

  tert-butyl 2-(6-carbamothioyl-2-chloropyridin-3-yl)thiazole-4-carboxylate 、 乙基2-(溴乙酰基)-1,3-噻唑-4-羧酸酯 以 四氢呋喃 、 乙醇 为溶剂， 反应 4.0h， 以65%的产率得到
  参考文献：
  名称：

  Highly Efficient Borylation Suzuki Coupling Process for 4-Bromo-2-ketothiazoles: Straightforward Access to Micrococcinate and Saramycetate Esters

  摘要：

  The first palladium-catalyzed borylation of 4-bromo-2-ketothiazoles followed by a Suzuki cross-coupling reaction with haloheteroaromatics using Buchwaid's Cy-JohnPhos and XPhos ligands is reported. The methodology has allowed the fast preparation of highly valuable 4-pyridinyl- and 4-thiazolyl-2-ketothiazoles as common subunits of thiopeptide antibiotics. As direct applications, novel concise syntheses of a sulfomycinamate thio-analogue as well as micrococcinate and saramycetate esters are described.

  DOI：

  10.1021/ol901525t