4,5-dichloro-2-(methylthio)-7H-pyrrolo<2,3-d>pyrimidine | 183274-56-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: 4,5-dichloro-2-(methylthio)-7H-pyrrolo<2,3-d>pyrimidine
• 英文别名: 4,5-Dichloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine；4,5-dichloro-2-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine
• CAS: 183274-56-8
• 化学式: C₇H₅Cl₂N₃S
• 分子量: 234.109
• InChiKey: JVQHYAHPMBYDRM-UHFFFAOYSA-N

物化性质

• 沸点：
  284.6±50.0 °C(Predicted)
• 密度：
  1.73±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-dichloro-2-(methylthio)-7H-pyrrolo<2,3-d>pyrimidine 在 氢氧化钾 、 sodium hydroxide 、 三(3,6-二氧杂庚基)胺 作用下， 以 水 、 乙腈 为溶剂， 反应 27.25h， 生成 5-chloro-7-(2-deoxy-β-D-erythro-pentofuranosyl)-3,7-dihydro-2-(methylthio)-4H-pyrrolo<2,3-d>pyrimidin-4-one
  参考文献：
  名称：

  7-Halogenated 7-Deaza-2′-deoxyinosines

  摘要：

  The synthesis of the 7-deaza-2'-deoxyinosine derivatives 3a-c with chloro, bromo, and iodo substituents at position 7 is described. Glycosylation of the 7-halogenated 6-chloro-7-deazapurines 4a-c or of the 7-halogenated 6-chloro-7-deaza-2-(methylthio)purines 9a-c with 2-deoxy-3,5-di-O-(4-toluoyl)-alpha-D-erythro-pento-furanosyl chloride (5) furnished the intermediates 7a-c and 11a-c, respectively, which gave, upon deprotection, the desired nucleosides 3a-c.

  DOI：

  10.1002/(sici)1522-2675(19990113)82:1<12::aid-hlca12>3.0.co;2-l
• 作为产物：
  描述：

  4-氯-2-(甲硫基)-7H-吡咯并[2,3-D]嘧啶 在 N-氯代丁二酰亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以85%的产率得到4,5-dichloro-2-(methylthio)-7H-pyrrolo<2,3-d>pyrimidine
  参考文献：
  名称：

  7-Halogenated 7-Deaza-2′-deoxyinosines

  摘要：

  The synthesis of the 7-deaza-2'-deoxyinosine derivatives 3a-c with chloro, bromo, and iodo substituents at position 7 is described. Glycosylation of the 7-halogenated 6-chloro-7-deazapurines 4a-c or of the 7-halogenated 6-chloro-7-deaza-2-(methylthio)purines 9a-c with 2-deoxy-3,5-di-O-(4-toluoyl)-alpha-D-erythro-pento-furanosyl chloride (5) furnished the intermediates 7a-c and 11a-c, respectively, which gave, upon deprotection, the desired nucleosides 3a-c.

  DOI：

  10.1002/(sici)1522-2675(19990113)82:1<12::aid-hlca12>3.0.co;2-l

文献信息

• 7-Halogenated 7-Deaza-2′-deoxyinosines
  作者：Natalya Ramzaeva、Cathrin Mittelbach、Frank Seela

  DOI：10.1002/(sici)1522-2675(19990113)82:1<12::aid-hlca12>3.0.co;2-l

  日期：1999.1.13

  The synthesis of the 7-deaza-2'-deoxyinosine derivatives 3a-c with chloro, bromo, and iodo substituents at position 7 is described. Glycosylation of the 7-halogenated 6-chloro-7-deazapurines 4a-c or of the 7-halogenated 6-chloro-7-deaza-2-(methylthio)purines 9a-c with 2-deoxy-3,5-di-O-(4-toluoyl)-alpha-D-erythro-pento-furanosyl chloride (5) furnished the intermediates 7a-c and 11a-c, respectively, which gave, upon deprotection, the desired nucleosides 3a-c.