(S)-3-phenyl-2,3-dihydroxazolo[3,2-c]pyrimidine-5,7-(6H)-dione | 849727-10-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (S)-3-phenyl-2,3-dihydroxazolo[3,2-c]pyrimidine-5,7-(6H)-dione
• CAS: 849727-10-2
• 化学式: C₁₂H₁₀N₂O₃
• 分子量: 230.223
• InChiKey: QBLXAYWFJBFUNN-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.52
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  64.09
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-3-phenyl-2,3-dihydroxazolo[3,2-c]pyrimidine-5,7-(6H)-dione 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到(S)-8-Bromo-3-phenyl-2,3-dihydro-oxazolo[3,2-c]pyrimidine-5,7-dione
  参考文献：
  名称：

  Efficient synthesis of bicyclic oxazolino- and thiazolino[3,2-c]pyrimidine-5,7-diones and its application to the synthesis of GnRH antagonists

  摘要：

  Treatment of various 2-methyl oxazolines or thiazolines with chlorocarbonyl isocyanate gives the corresponding bicyclic oxazolino- or thiazolino[3,2-c]pyrimidin-5,7-dione derivatives in very good yield. This reaction has been applied to the rapid syntheses of human gonadotropin-releasing hormone (hGnRH) receptor antagonists for SAR study, resulting in 13e with binding affinity in the low nanomolar range (4.5 nM). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.009
• 作为产物：
  描述：

  N-(氯甲酰)异氰酸酯 、 (S)-2-methyl-4-phenyl-4,5-dihydrooxazole 在 N,N-二甲基苯胺 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到(S)-3-phenyl-2,3-dihydroxazolo[3,2-c]pyrimidine-5,7-(6H)-dione
  参考文献：
  名称：

  Efficient synthesis of bicyclic oxazolino- and thiazolino[3,2-c]pyrimidine-5,7-diones and its application to the synthesis of GnRH antagonists

  摘要：

  Treatment of various 2-methyl oxazolines or thiazolines with chlorocarbonyl isocyanate gives the corresponding bicyclic oxazolino- or thiazolino[3,2-c]pyrimidin-5,7-dione derivatives in very good yield. This reaction has been applied to the rapid syntheses of human gonadotropin-releasing hormone (hGnRH) receptor antagonists for SAR study, resulting in 13e with binding affinity in the low nanomolar range (4.5 nM). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.009