1-((2R,4S,5S)-4-Dimethylamino-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione | 153907-26-7

• 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: 1-((2R,4S,5S)-4-Dimethylamino-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione
• CAS: 153907-26-7
• 化学式: C₃₁H₃₃N₃O₄
• 分子量: 511.621
• InChiKey: VELZEMXXSACSMJ-UPRLRBBYSA-N

物化性质

• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  38.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  76.56
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-((2R,4S,5S)-4-Dimethylamino-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione 在 Dowex 50Wx₂ (H⁺) 作用下， 以 甲醇 、 水 为溶剂， 以80%的产率得到3'-N,N-dimethylamino-3'-deoxythymidine
  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：

  3'-叠氮基-3'-脱氧-5'-O-三苯甲基胸苷 在 sodium tetrahydroborate 、 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 、 水 、 异丙醇 为溶剂， 反应 14.08h， 生成 1-((2R,4S,5S)-4-Dimethylamino-5-trityloxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-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