5'-O-t-butyldimethylsilyl-3'-carbomethoxymethyl-4-N-benzoyl-2',3'-dideocytidine | 161045-35-8

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 5'-O-t-butyldimethylsilyl-3'-carbomethoxymethyl-4-N-benzoyl-2',3'-dideocytidine
• 英文别名: methyl 2-[(2S,3R,5R)-5-(4-benzamido-2-oxopyrimidin-1-yl)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolan-3-yl]acetate
• CAS: 161045-35-8
• 化学式: C₂₅H₃₅N₃O₆Si
• 分子量: 501.655
• InChiKey: RYPJNNMBVPLGOU-SFHLNBCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5'-O-t-butyldimethylsilyl-3'-carbomethoxymethyl-4-N-benzoyl-2',3'-dideocytidine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以92%的产率得到3'-carbomethoxymethyl-4-N-benzoyl-2',3'-dideocytidine
  参考文献：
  名称：

  Synthesis of Deoxycytidine (dC) Building Blocks for Amide-Linked Dimers or Oligomers: Example of a Deoxycytidine-amide-thymidine Dimer

  摘要：

  5'-Azido-3'-carbomethoxymethyl-4-N-benzoyl-2',3',5'-trideoxy-cytidine 17 and 5'-O-t-butyldimethylsilyl-3'-carboxymethyl-4-N-benzoyl-2',3'-dideocytidine 22 were efficiently synthesized from 2'-deoxyuridine via a new method which transformed the uracil heterocycle to 4-N-benzoylcytosine (four steps, 60 % overall yield). The amide-linked deoxycytidine-thymidine dimer analog was synthesized.

  DOI：

  10.1080/15257779408010666
• 作为产物：
  描述：

  5'-O-t-butyldimethylsilyl-3'-(2''-oxoethyl)-2',3'-dideoxyuridine 在 4-二甲氨基吡啶 、 重铬酸吡啶 、 sodium azide 、 苯硫酚 、 三乙胺 、 tin(ll) chloride 作用下， 以 吡啶 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 32.0h， 生成 5'-O-t-butyldimethylsilyl-3'-carbomethoxymethyl-4-N-benzoyl-2',3'-dideocytidine
  参考文献：
  名称：

  Synthesis of Deoxycytidine (dC) Building Blocks for Amide-Linked Dimers or Oligomers: Example of a Deoxycytidine-amide-thymidine Dimer

  摘要：

  5'-Azido-3'-carbomethoxymethyl-4-N-benzoyl-2',3',5'-trideoxy-cytidine 17 and 5'-O-t-butyldimethylsilyl-3'-carboxymethyl-4-N-benzoyl-2',3'-dideocytidine 22 were efficiently synthesized from 2'-deoxyuridine via a new method which transformed the uracil heterocycle to 4-N-benzoylcytosine (four steps, 60 % overall yield). The amide-linked deoxycytidine-thymidine dimer analog was synthesized.

  DOI：

  10.1080/15257779408010666

文献信息

• Synthesis of Deoxycytidine (dC) Building Blocks for Amide-Linked Dimers or Oligomers: Example of a Deoxycytidine-amide-thymidine Dimer
  作者：Evelyne Grunder-Klotz、George Just

  DOI：10.1080/15257779408010666

  日期：1994.9

  5'-Azido-3'-carbomethoxymethyl-4-N-benzoyl-2',3',5'-trideoxy-cytidine 17 and 5'-O-t-butyldimethylsilyl-3'-carboxymethyl-4-N-benzoyl-2',3'-dideocytidine 22 were efficiently synthesized from 2'-deoxyuridine via a new method which transformed the uracil heterocycle to 4-N-benzoylcytosine (four steps, 60 % overall yield). The amide-linked deoxycytidine-thymidine dimer analog was synthesized.