N-[1-[2,2-bis(hydroxymethyl)-1,3-oxathiolan-5-yl]-2-oxopyrimidin-4-yl]acetamide | 191858-03-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: N-[1-[2,2-bis(hydroxymethyl)-1,3-oxathiolan-5-yl]-2-oxopyrimidin-4-yl]acetamide
• CAS: 191858-03-4
• 化学式: C₁₁H₁₅N₃O₅S
• 分子量: 301.323
• InChiKey: JYSQMLHQGLFYSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  137
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[1-[2,2-bis(hydroxymethyl)-1,3-oxathiolan-5-yl]-2-oxopyrimidin-4-yl]acetamide 在 氨 、 sodium iodide 作用下， 以 二氯甲烷 为溶剂， 生成 4-Amino-1-(8-hydroxy-8-oxo-1,7,9-trioxa-4-thia-8λ⁵-phospha-spiro[4.5]dec-2-yl)-1H-pyrimidin-2-one; compound with ammonia
  参考文献：
  名称：

  Constrained analogues of 2′-nor cyclic nucleoside monophosphates

  摘要：

  The synthesis of constrained analogues of 2'-nor-cyclic nucleosides monophosphates containing a thiomethylene tether was readily accomplished from the oxathiolane intermediate 4. The uracil, cytosine, and 5-bromocytosine spirophosphate analogues 22, 16, and 25 were inhibitory to HCMV replication in Flow 2002 cells. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00245-x
• 作为产物：
  描述：

  5-(4-Chloro-phenylcarbamoyloxy)-[1,3]oxathiolane-2,2-dicarboxylic acid diethyl ester 在 咪唑 、 sodium tetrahydroborate 、 碘代三甲硅烷 、 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-[1-[2,2-bis(hydroxymethyl)-1,3-oxathiolan-5-yl]-2-oxopyrimidin-4-yl]acetamide
  参考文献：
  名称：

  Constrained analogues of 2′-nor cyclic nucleoside monophosphates

  摘要：

  The synthesis of constrained analogues of 2'-nor-cyclic nucleosides monophosphates containing a thiomethylene tether was readily accomplished from the oxathiolane intermediate 4. The uracil, cytosine, and 5-bromocytosine spirophosphate analogues 22, 16, and 25 were inhibitory to HCMV replication in Flow 2002 cells. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00245-x

文献信息

• Constrained analogues of 2′-nor cyclic nucleoside monophosphates
  作者：H.L. Allan Tse、David J. Knight、Jonathan A.V. Coates、Tarek S. Mansour

  DOI：10.1016/s0960-894x(97)00245-x

  日期：1997.6

  The synthesis of constrained analogues of 2'-nor-cyclic nucleosides monophosphates containing a thiomethylene tether was readily accomplished from the oxathiolane intermediate 4. The uracil, cytosine, and 5-bromocytosine spirophosphate analogues 22, 16, and 25 were inhibitory to HCMV replication in Flow 2002 cells. (C) 1997 Elsevier Science Ltd.