5-methyl-1-((2R,4S,5S)-4-(methylamino)-5-((trityloxy)methyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione | 153907-25-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 5-methyl-1-((2R,4S,5S)-4-(methylamino)-5-((trityloxy)methyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
• CAS: 153907-25-6
• 化学式: C₃₀H₃₁N₃O₄
• 分子量: 497.594
• InChiKey: KEHFWKQWBDSVFM-OYUWMTPXSA-N

物化性质

• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  85.35
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-methyl-1-((2R,4S,5S)-4-(methylamino)-5-((trityloxy)methyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione 在 Dowex 50Wx₂ (H⁺) 作用下， 以 甲醇 、 水 为溶剂， 以80%的产率得到1-[(2R,4S,5S)-5-(羟基甲基)-4-甲基氨基四氢呋喃-2-基]-5-甲基嘧啶-2,4-二酮
  参考文献：
  名称：

  Synthesis of 3′-N-Substituted 3′-Amino-3′-Deoxythymidine Derivatives

  摘要：

  A series of 3'-N-substituted 3'-amino-3'-deoxythymidine derivatives with alkyl, alkenyl and alkylaryl substituents was synthesized by two methods. The first method involved the reaction of 1-(2,3-dideoxy-3-O-mesyl-5-O-trityl-beta-D-threo-pentofuranosyl)thymine with an appropriate amine. In the second method, 3'-amino-5'-O-trityl-3'-deoxy-thymidine served as a synthetic precursor which was reacted with an appropiate aldehyde or ketone followed by sodium borohydride reduction. An improved synthesis of 3'-amino-3'-deoxythymidine from 3'-azido-5'-O-trityl-3'-deoxythymidine using sodium borohydride was also described.

  DOI：

  10.1080/07328319308018565
• 作为产物：
  描述：

  1-(3-甲磺酰氧代-5-三苯代甲基氧代甲基-2-D-苏呋喃基)胸苷 在 sodium tetrahydroborate 、 sodium azide 、 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 、 水 、 乙二醇 、 异丙醇 为溶剂， 反应 14.83h， 生成 5-methyl-1-((2R,4S,5S)-4-(methylamino)-5-((trityloxy)methyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of 3′-N-Substituted 3′-Amino-3′-Deoxythymidine Derivatives

  摘要：

  A series of 3'-N-substituted 3'-amino-3'-deoxythymidine derivatives with alkyl, alkenyl and alkylaryl substituents was synthesized by two methods. The first method involved the reaction of 1-(2,3-dideoxy-3-O-mesyl-5-O-trityl-beta-D-threo-pentofuranosyl)thymine with an appropriate amine. In the second method, 3'-amino-5'-O-trityl-3'-deoxy-thymidine served as a synthetic precursor which was reacted with an appropiate aldehyde or ketone followed by sodium borohydride reduction. An improved synthesis of 3'-amino-3'-deoxythymidine from 3'-azido-5'-O-trityl-3'-deoxythymidine using sodium borohydride was also described.

  DOI：

  10.1080/07328319308018565