(S)-2,2-dimethyl-4-(thymin-1-ylmethyl)-1,3-dioxolane | 55559-63-2

• 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)-2,2-dimethyl-4-(thymin-1-ylmethyl)-1,3-dioxolane
• 英文别名: 1-[[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]-5-methylpyrimidine-2,4-dione
• CAS: 55559-63-2
• 化学式: C₁₁H₁₆N₂O₄
• 分子量: 240.259
• InChiKey: HWIGLXQJOUDXCX-QMMMGPOBSA-N

物化性质

• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2,2-dimethyl-4-(thymin-1-ylmethyl)-1,3-dioxolane 在 4-二甲氨基吡啶 、 溶剂黄146 作用下， 以 吡啶 为溶剂， 反应 16.5h， 生成 (S)-1-(3-(bis(4-methoxyphenyl)(phenyl)methoxy)-2-hydroxypropyl)-5-methylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of a Carboxamide Linked T∗T Dimer with an Acyclic Nucleoside Unit and Its Incorporation in Oligodeoxynucleotides

  摘要：

  A T*T dimer with * representing a 2'-OCH2CH2NHC(O)-4' linkage connecting two nucleoside units was prepared by condensation of (S)-1-[2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl]thymine with 1,2-dideoxy-1-thyminyl-beta-D-erythro-pentofuranuronic acid. The T*T dimer was incorporated in oligodeoxynucleotides and investigated for hybridization to DNA.

  DOI：

  10.1080/15257779508010713
• 作为产物：
  描述：

  胸腺嘧啶 、 (R)-(-)-对甲基苯磺酸-2,2-二甲基-1,3-二氧戊环基-4-甲酯 在 sodium hydride 作用下， 生成 (S)-2,2-dimethyl-4-(thymin-1-ylmethyl)-1,3-dioxolane
  参考文献：
  名称：

  Synthesis of a Carboxamide Linked T∗T Dimer with an Acyclic Nucleoside Unit and Its Incorporation in Oligodeoxynucleotides

  摘要：

  A T*T dimer with * representing a 2'-OCH2CH2NHC(O)-4' linkage connecting two nucleoside units was prepared by condensation of (S)-1-[2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl]thymine with 1,2-dideoxy-1-thyminyl-beta-D-erythro-pentofuranuronic acid. The T*T dimer was incorporated in oligodeoxynucleotides and investigated for hybridization to DNA.

  DOI：

  10.1080/15257779508010713

文献信息

• Evaluation of Oligonucleotides with Novel Modifications
  作者：Erik Larsen、Krzysztof Danel、Abdel-Aleem Abdel-Aleem、Poul Niclsen、Jesper Wengel、Erik Pedersen

  DOI：10.1080/15257779508012543

  日期：1995.5.1

  Oligodeoxynucleotides modified with carboxamide linked dimeric nucleotides and an acyclic nucleoside were prepared and investigated for their hybridization properties toward DNA.