2,2-Dimethyl-propionic acid (2R,3S,5R)-3-chloro-5-(4-chloro-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester | 153864-65-4

• 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: 2,2-Dimethyl-propionic acid (2R,3S,5R)-3-chloro-5-(4-chloro-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
• CAS: 153864-65-4
• 化学式: C₁₄H₁₈Cl₂N₂O₄
• 分子量: 349.214
• InChiKey: GXOKVSFZYSWQSN-IQJOONFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  70.42
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid (2R,3S,5R)-3-chloro-5-(4-chloro-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 在 palladium on activated charcoal potassium tert-butylate 、 氨 、 氢气 作用下， 以 乙醇 、 氯仿 、 叔丁醇 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 70.0h， 生成 2,3-二脱氧胞啶
  参考文献：
  名称：

  Improved Synthesis of 2′,3′-Dideoxycytidine (d2C) and Its Correlated Nucleoside Analogues

  摘要：

  2',3'-dideoxy- and 2',3'-dideoxy-2',3'-didehydrocytidine (d2C and d4C) have been synthesized in good yields from 2'-deoxyuridine via dichlorinated derivatives 7a-b. The same synthetic strategy was used in the synthesis of d2C(Me) and d4C(Me) from thymidine. Following this method the evaluable 3'-chloro-2'-deoxycytidine derivatives 9 - 12 can easily be obtained.

  DOI：

  10.1080/07328319308018568
• 作为产物：
  描述：

  O^5'-(2,2-dimethyl-propionyl)-2'-deoxy-uridine 在 四氯化碳 、 三苯基膦 作用下， 以6%的产率得到2,2-Dimethyl-propionic acid (2R,3S,5R)-3-chloro-5-(4-chloro-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester
  参考文献：
  名称：

  Improved Synthesis of 2′,3′-Dideoxycytidine (d2C) and Its Correlated Nucleoside Analogues

  摘要：

  2',3'-dideoxy- and 2',3'-dideoxy-2',3'-didehydrocytidine (d2C and d4C) have been synthesized in good yields from 2'-deoxyuridine via dichlorinated derivatives 7a-b. The same synthetic strategy was used in the synthesis of d2C(Me) and d4C(Me) from thymidine. Following this method the evaluable 3'-chloro-2'-deoxycytidine derivatives 9 - 12 can easily be obtained.

  DOI：

  10.1080/07328319308018568