Acetic acid 2-acetoxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-[1,3]oxathiolan-2-ylmethyl ester | 191326-23-5

• 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: Acetic acid 2-acetoxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-[1,3]oxathiolan-2-ylmethyl ester
• CAS: 191326-23-5
• 化学式: C₁₄H₁₈N₂O₇S
• 分子量: 358.372
• InChiKey: UZFXJOJUBYMPSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.07
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  116.69
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Acetic acid 2-acetoxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-[1,3]oxathiolan-2-ylmethyl ester 在 氨 作用下， 以 甲醇 为溶剂， 生成 Sodium; 2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-8-oxo-1,7,9-trioxa-4-thia-8λ⁵-phospha-spiro[4.5]decan-8-olate
  参考文献：
  名称：

  Synthesis and antiviral evaluation of 4′-hydroxymethyl-2′, 3′-dideoxy-3′-thianucleosides and their cyclic monophosphates

  摘要：

  Novel 4'-hydroxymethyl-2',3'-dideoxy-3'-thianucleosides and their cyclic monophosphates have been synthesized and evaluated for anti-HIV activity. This is the first report of the use of the phosphorodiamidite methodology to prepare cyclic nucleoside monophosphates. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00178-9
• 作为产物：
  描述：

  1,3-二乙酰氧基丙酮 在 三氟甲磺酸三甲基硅酯 、 对甲苯磺酸 作用下， 以 乙腈 、 苯 为溶剂， 生成 Acetic acid 2-acetoxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-[1,3]oxathiolan-2-ylmethyl ester
  参考文献：
  名称：

  Synthesis and antiviral evaluation of 4′-hydroxymethyl-2′, 3′-dideoxy-3′-thianucleosides and their cyclic monophosphates

  摘要：

  Novel 4'-hydroxymethyl-2',3'-dideoxy-3'-thianucleosides and their cyclic monophosphates have been synthesized and evaluated for anti-HIV activity. This is the first report of the use of the phosphorodiamidite methodology to prepare cyclic nucleoside monophosphates. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00178-9