4-amino-1-[5-(hydroxymethyl)-2,3-dihydro-1,4-dithiin-2-yl]-1,2-dihydro-2-pyrimidinone | 1257249-03-8

• 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: 4-amino-1-[5-(hydroxymethyl)-2,3-dihydro-1,4-dithiin-2-yl]-1,2-dihydro-2-pyrimidinone
• 英文别名: 4-Amino-1-[5-(hydroxymethyl)-2,3-dihydro-1,4-dithiin-2-yl]pyrimidin-2-one
• CAS: 1257249-03-8
• 化学式: C₉H₁₁N₃O₂S₂
• 分子量: 257.337
• InChiKey: UIVGNEKUTIEUGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  {5-(4-(methylcarboxamido)-2-oxo-1,2-dihydro-1-pyrimidinyl)-5,6-dihydro-1,4-dithiin-2-yl}methyl acetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以98%的产率得到4-amino-1-[5-(hydroxymethyl)-2,3-dihydro-1,4-dithiin-2-yl]-1,2-dihydro-2-pyrimidinone
  参考文献：
  名称：

  Synthesis of 2,3-dihydro-1,4-dithiinyl nucleosides via Pummerer-type glycosidation

  摘要：

  A straightforward procedure for the preparation of nucleoside analogue 1 and its regioisomer 2 containing a dihydro-1,4-dithiin as sugar moiety has been accomplished in four steps by our readily available heterocyclic system 5. Nucleobase insertion was carried out by direct addition of N-4-acetylcytosine to sulfoxide derivatives via Pummerer-type glycosidation reaction. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.060

文献信息

• Synthesis of 2,3-dihydro-1,4-dithiinyl nucleosides via Pummerer-type glycosidation
  作者：Concetta Paolella、Daniele D’Alonzo、Annalisa Guaragna、Flavio Cermola、Giovanni Palumbo

  DOI：10.1016/j.tetlet.2010.09.060

  日期：2010.11

  A straightforward procedure for the preparation of nucleoside analogue 1 and its regioisomer 2 containing a dihydro-1,4-dithiin as sugar moiety has been accomplished in four steps by our readily available heterocyclic system 5. Nucleobase insertion was carried out by direct addition of N-4-acetylcytosine to sulfoxide derivatives via Pummerer-type glycosidation reaction. (C) 2010 Elsevier Ltd. All rights reserved.