methyl (R)-2''-(1-((tert-butoxycarbonyl)amino)-2-(tert-butylthio)ethyl)-5'-methyl-[2,4':2',4''-teroxazole]-4-carboxylate | 1222400-64-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl (R)-2''-(1-((tert-butoxycarbonyl)amino)-2-(tert-butylthio)ethyl)-5'-methyl-[2,4':2',4''-teroxazole]-4-carboxylate
• CAS: 1222400-64-7
• 化学式: C₂₃H₃₀N₄O₇S
• 分子量: 506.58
• InChiKey: MYROVICKMCAEIS-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  142.72
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为产物：
  描述：

  methyl 2-[2-[5-bromo-2-[(1R)-2-tert-butylsulfanyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]-1,3-oxazol-4-yl]-5-methyl-1,3-oxazol-4-yl]-1,3-oxazole-4-carboxylate 、 4-甲酰基苯硼酸 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium fluoride 、 palladium diacetate 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以62%的产率得到methyl (R)-2''-(1-((tert-butoxycarbonyl)amino)-2-(tert-butylthio)ethyl)-5''-(4-formylphenyl)-5'-methyl-[2,4':2',4''-teroxazole]-4-carboxylate
  参考文献：
  名称：

  Derivatization of a tris-oxazole using Pd-catalyzed coupling reactions of a 5-bromooxazole moiety

  摘要：

  Modification at the C5 position of an oxazole ring contained in a 2,4-concatenated tris-oxazole by Pd-catalyzed coupling reactions was performed. Novel Pd-catalyzed amination and alkoxylation of a 5-bromooxazole derivative as well as Suzuki-Miyaura coupling and Migita-Stille coupling have been demonstrated. A wide variety of functional groups, including aryl, heteroaryl, primary and secondary amines, and phenol, were introduced in the 5-bromooxazole moiety in moderate to excellent yields using Pd(OAc)(2)/S-PHOS or Pd(OAc)(2)/X-PHOS as a catalyst. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.064