(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(5-methoxy-2-(methylthio)-6-oxopyrimidin-1(6H)-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate | 1033076-80-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(5-methoxy-2-(methylthio)-6-oxopyrimidin-1(6H)-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• CAS: 1033076-80-0
• 化学式: C₂₀H₂₆N₂O₁₁S
• 分子量: 502.499
• InChiKey: FSGIUVMFIUQEPI-OGJJZOIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.23
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  158.55
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为产物：
  描述：

  [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(Z)-[[(E)-dimethylaminomethylideneamino]-methylsulfanylmethylidene]amino]oxan-2-yl]methyl acetate 、 甲氧基乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以67%的产率得到(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(5-methoxy-2-(methylthio)-6-oxopyrimidin-1(6H)-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  参考文献：
  名称：

  Synthesis of nucleoside derivatives via heterocyclocondensation reactions

  摘要：

  A new synthesis of nucleoside analogues has been developed. The cyclocondensation of a glycosylated diazadiene or thiazadiene, with acyl chlorides or alpha-halogenoketones, respectively, resulted in good yields and excellent regioselectivities. We report an efficient method for the production of glucosyl pyrimidinones and glucosylamino thiazoles. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.069