1-[3-[4-[(4-chloro-5-formyl-2-phenylimidazol-1-yl)(114C)methyl]phenyl]-5-(2-methylpropyl)thiophen-2-yl]sulfonyl-3-ethylurea | 570424-38-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-[3-[4-[(4-chloro-5-formyl-2-phenylimidazol-1-yl)(114C)methyl]phenyl]-5-(2-methylpropyl)thiophen-2-yl]sulfonyl-3-ethylurea
• CAS: 570424-38-3
• 化学式: C₂₈H₂₉ClN₄O₄S₂
• 分子量: 587.137
• InChiKey: BKUBHXIHQBZIAK-VPMSBSONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  147
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  甲醇 、 1-[3-[4-[(4-chloro-5-formyl-2-phenylimidazol-1-yl)(114C)methyl]phenyl]-5-(2-methylpropyl)thiophen-2-yl]sulfonyl-3-ethylurea 在 sodium hydroxide 作用下， 反应 9.0h， 以45%的产率得到1-ethyl-3-[3-[4-[(5-formyl-4-methoxy-2-phenylimidazol-1-yl)(114C)methyl]phenyl]-5-(2-methylpropyl)thiophen-2-yl]sulfonylurea
  参考文献：
  名称：

  ¹⁴C-Labeled and Large-Scale Synthesis of the Angiotensin-(1−7)-receptor Agonist AVE 0991 by Cross-Coupling Reactions

  摘要：

  The synthesis of C-14-labeled AVE 0991 (C-14-1a) and large-scale synthesis of AVE 0991 (1a) are described. In the key step of the synthesis, the C-C coupling reaction of the imidazole (2) and thiophene (3) building blocks was studied under Suzuki and Stille reaction conditions, respectively. Suzuki reaction gave only moderate yields, whereas the best results were obtained under Stille reaction conditions with up to 64% yield.

  DOI：

  10.1021/jo034372c
• 作为产物：
  描述：

  异氰酸乙酯 、 3-[4-[(4-chloro-5-formyl-2-phenylimidazol-1-yl)(114C)methyl]phenyl]-5-(2-methylpropyl)thiophene-2-sulfonamide 在 potassium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 5.0h， 生成 1-[3-[4-[(4-chloro-5-formyl-2-phenylimidazol-1-yl)(114C)methyl]phenyl]-5-(2-methylpropyl)thiophen-2-yl]sulfonyl-3-ethylurea
  参考文献：
  名称：

  ¹⁴C-Labeled and Large-Scale Synthesis of the Angiotensin-(1−7)-receptor Agonist AVE 0991 by Cross-Coupling Reactions

  摘要：

  The synthesis of C-14-labeled AVE 0991 (C-14-1a) and large-scale synthesis of AVE 0991 (1a) are described. In the key step of the synthesis, the C-C coupling reaction of the imidazole (2) and thiophene (3) building blocks was studied under Suzuki and Stille reaction conditions, respectively. Suzuki reaction gave only moderate yields, whereas the best results were obtained under Stille reaction conditions with up to 64% yield.

  DOI：

  10.1021/jo034372c

文献信息

• ¹⁴C-Labeled and Large-Scale Synthesis of the Angiotensin-(1−7)-receptor Agonist AVE 0991 by Cross-Coupling Reactions
  作者：Volker Derdau、Raymond Oekonomopulos、Gerrit Schubert

  DOI：10.1021/jo034372c

  日期：2003.6.1

  The synthesis of C-14-labeled AVE 0991 (C-14-1a) and large-scale synthesis of AVE 0991 (1a) are described. In the key step of the synthesis, the C-C coupling reaction of the imidazole (2) and thiophene (3) building blocks was studied under Suzuki and Stille reaction conditions, respectively. Suzuki reaction gave only moderate yields, whereas the best results were obtained under Stille reaction conditions with up to 64% yield.
• Derdau, V.; Oekonomopulos, R.; Schubert, G., Journal of labelled compounds and radiopharmaceuticals, 2004, vol. 47, # 4, p. 268 - 269
  作者：Derdau, V.、Oekonomopulos, R.、Schubert, G.

  DOI：——

  日期：——