3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-5-formyl-2'-deoxyuridine | 399560-39-5

• 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: 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-5-formyl-2'-deoxyuridine
• 英文别名: 1-[(6aR,8R,9aS)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-2,4-dioxopyrimidine-5-carbaldehyde
• CAS: 399560-39-5
• 化学式: C₂₂H₃₈N₂O₇Si₂
• 分子量: 498.724
• InChiKey: YKPFCMIADMXBCM-XUVXKRRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-氨基-1-戊醇 、 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-5-formyl-2'-deoxyuridine 在 sodium cyanoborohydride 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以88%的产率得到3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-5-[N-(5-hydroxypentyl)aminomethyl]-2'-deoxyuridine
  参考文献：
  名称：

  SYNTHESIS OF 5-METHYLAMINO-2′-DEOXYURIDINE DERIVATIVES

  摘要：

  Reductive amination of 3,5'-O-(tetraisopropyldisilyloxane-1,3-diyl)2'-deoxy-5-formyluridine with several aliphatic and aromatic amines, in various solvents, is described. In the case of aliphatic amines, the expected C-5 substituted methylamino pyrimidine nucleosides are formed along with by-products deriving from opening of the pyrimidine ring. Relative amounts of the by-products depend upon the polarity of the solvent employed.

  DOI：

  10.1081/ncn-100107194
• 作为产物：
  描述：

  1,3二氯-1,1,3,3-四异丙基二硅氧烷 在 咪唑 、 2,6-二甲基吡啶 、 dipotassium peroxodisulfate 、 copper(II) sulfate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 13.5h， 生成 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-5-formyl-2'-deoxyuridine
  参考文献：
  名称：

  SYNTHESIS OF 5-METHYLAMINO-2′-DEOXYURIDINE DERIVATIVES

  摘要：

  Reductive amination of 3,5'-O-(tetraisopropyldisilyloxane-1,3-diyl)2'-deoxy-5-formyluridine with several aliphatic and aromatic amines, in various solvents, is described. In the case of aliphatic amines, the expected C-5 substituted methylamino pyrimidine nucleosides are formed along with by-products deriving from opening of the pyrimidine ring. Relative amounts of the by-products depend upon the polarity of the solvent employed.

  DOI：

  10.1081/ncn-100107194

文献信息

• SYNTHESIS OF 5-METHYLAMINO-2′-DEOXYURIDINE DERIVATIVES
  作者：Bruno Catalanotti、Aldo Galeone、Luciano Mayol、Giorgia Oliviero、Daniela Rigano、Michela Varra

  DOI：10.1081/ncn-100107194

  日期：2001.12.31

  Reductive amination of 3,5'-O-(tetraisopropyldisilyloxane-1,3-diyl)2'-deoxy-5-formyluridine with several aliphatic and aromatic amines, in various solvents, is described. In the case of aliphatic amines, the expected C-5 substituted methylamino pyrimidine nucleosides are formed along with by-products deriving from opening of the pyrimidine ring. Relative amounts of the by-products depend upon the polarity of the solvent employed.