((3S,4R)-4-(((((3S,4R)-4-((tert-butoxycarbonyl)amino)-1-(2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetyl)pyrrolidin-3-yl)methoxy)carbonyl)amino)-1-(2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetyl)pyrrolidin-3-yl)methyl benzoate | 1050504-41-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ((3S,4R)-4-(((((3S,4R)-4-((tert-butoxycarbonyl)amino)-1-(2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetyl)pyrrolidin-3-yl)methoxy)carbonyl)amino)-1-(2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetyl)pyrrolidin-3-yl)methyl benzoate
• 英文别名: [(3S,4R)-4-[({[(3S,4R)-4-{[(tert-butoxy)carbonyl]amino}-1-[2-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetyl]pyrrolidin-3-yl]methoxy}carbonyl)amino]-1-[2-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)acetyl]pyrrolidin-3-yl]methyl benzoate；4-benzoyloxymethyl-3-(3'-t-butoxycarbonylamino-1'-thymidylacetylpyrrolidin-4'-yl)methyloxycarbonylamino-1-thymidylacetylpyrrolidine；(3S,4R,3'S,4'R)-4-benzoyloxymethyl-3-(3'-t-butoxycarbonylamino-1'-thymidylacetylpyrrolidin-4'-yl)methyloxycarbonylamino-1-thymidylacetylpyrrolidine
• CAS: 1050504-41-0
• 化学式: C₃₇H₄₆N₈O₁₂
• 分子量: 794.819
• InChiKey: WKDXBMSDWOOAHG-XDZXDJIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.53
• 重原子数：
  57.0
• 可旋转键数：
  11.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  253.3
• 氢给体数：
  4.0
• 氢受体数：
  14.0

反应信息

• 作为产物：
  描述：

  (3R,4S,1'S)-3-(t-butoxycarbonylamino)-4-(hydroxymethyl)-1-(1-phenylethyl)pyrrolidine 在 甲醇 、 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.17h， 生成 ((3S,4R)-4-(((((3S,4R)-4-((tert-butoxycarbonyl)amino)-1-(2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetyl)pyrrolidin-3-yl)methoxy)carbonyl)amino)-1-(2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetyl)pyrrolidin-3-yl)methyl benzoate
  参考文献：
  名称：

  Analogues of nucleosides: synthesis of chiral pyrrolidin-2-ones or pyrrolidines-bearing nucleobases

  摘要：

  Novel analogues of nucleosides tethered on a chiral pyrrolidin-2-one were prepared, but the imide functionality was unstable under basic conditions. Thus, the carbonyl group was removed from pyrrolidin-2-one, and nucleoside analogues bearing a pyrrolidine ring were synthesized, which were unaffected under basic conditions. A nucleoside dimer was also obtained, bearing a carbamate linkage between two units.Graphics for use in the Table of Contents.

  DOI：

  10.1007/s00706-014-1251-4

文献信息

• WO2008/101515
  申请人：——

  公开号：——

  公开（公告）日：——