3-benzoyl-5-methyl-1-[(1S,4E,9R,11R,13S,22R,24R)-24-(5-methyl-2,4-dioxopyrimidin-1-yl)-15,19-dioxo-2,7,10,14,20,23-hexaoxatricyclo[20.3.0.09,13]pentacos-4-en-11-yl]pyrimidine-2,4-dione | 876403-56-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: 3-benzoyl-5-methyl-1-[(1S,4E,9R,11R,13S,22R,24R)-24-(5-methyl-2,4-dioxopyrimidin-1-yl)-15,19-dioxo-2,7,10,14,20,23-hexaoxatricyclo[20.3.0.09,13]pentacos-4-en-11-yl]pyrimidine-2,4-dione
• CAS: 876403-56-4
• 化学式: C₃₆H₄₀N₄O₁₃
• 分子量: 736.733
• InChiKey: ZDXAHVVLIJYGNA-CDICPGQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  53
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  197
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  3-benzoyl-5-methyl-1-[(1S,4E,9R,11R,13S,22R,24R)-24-(5-methyl-2,4-dioxopyrimidin-1-yl)-15,19-dioxo-2,7,10,14,20,23-hexaoxatricyclo[20.3.0.09,13]pentacos-4-en-11-yl]pyrimidine-2,4-dione 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 以74%的产率得到
  参考文献：
  名称：

  New Dinucleoside Analogues via Cross-Coupling Metathesis

  摘要：

  Synthesis of 3'-3', 5-5', and 3'-5' dimeric thymidine, linked by an olefinic chain between glycosidic moieties is described. Cross metathesis reaction of 3' or 5' O-allyl analogues of thymidine led to the expected 3'-3' and 5'-5' dimeric compounds, respectively. In order to obtain the 3'-5' dimer, 5'-O-allyl and 3'-O-allyl monomers were first linked by their free 3' OH and 5' OH groups through a glutaryl spacer; ring closing metathesis was then operated upon this temporary dimer, followed by glutaryl removal.

  DOI：

  10.1081/ncn-60595
• 作为产物：
  描述：

  beta-胸苷 在 Grubbs catalyst first generation 吡啶 、 4-二甲氨基吡啶 、 四丁基氟化铵 、 sodium hydride 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 41.5h， 生成 3-benzoyl-5-methyl-1-[(1S,4E,9R,11R,13S,22R,24R)-24-(5-methyl-2,4-dioxopyrimidin-1-yl)-15,19-dioxo-2,7,10,14,20,23-hexaoxatricyclo[20.3.0.09,13]pentacos-4-en-11-yl]pyrimidine-2,4-dione
  参考文献：
  名称：

  New Dinucleoside Analogues via Cross-Coupling Metathesis

  摘要：

  Synthesis of 3'-3', 5-5', and 3'-5' dimeric thymidine, linked by an olefinic chain between glycosidic moieties is described. Cross metathesis reaction of 3' or 5' O-allyl analogues of thymidine led to the expected 3'-3' and 5'-5' dimeric compounds, respectively. In order to obtain the 3'-5' dimer, 5'-O-allyl and 3'-O-allyl monomers were first linked by their free 3' OH and 5' OH groups through a glutaryl spacer; ring closing metathesis was then operated upon this temporary dimer, followed by glutaryl removal.

  DOI：

  10.1081/ncn-60595