(1-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol | 1257249-05-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 亚砜
• 英文名称: (1-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol
• 英文别名: (1-oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol
• CAS: 1257249-05-0
• 化学式: C₅H₈O₂S₂
• 分子量: 164.249
• InChiKey: MEXQBTPWYJLJJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  81.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (5,6-dihydro-1,4-dithiin-2-yl)methanol 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 D-(-)-酒石酸二乙酯 作用下， 以 二氯甲烷 为溶剂， 生成 (1-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol 、 (4-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol
  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.