diethyl 6-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylotetrofuranos-4-yl)-5-cyano-2-hydroxyisopthalate | 1225468-79-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: diethyl 6-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylotetrofuranos-4-yl)-5-cyano-2-hydroxyisopthalate
• 英文别名: diethyl 4-[(3aR,5R,6S,6aR)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-5-cyano-2-hydroxybenzene-1,3-dicarboxylate
• CAS: 1225468-79-0
• 化学式: C₂₇H₂₉NO₉
• 分子量: 511.529
• InChiKey: UBDHILSRZHVSOU-ZGXDEKTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  134
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  、 1,3-丙酮二羧酸二乙酯 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以50%的产率得到diethyl 6-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylotetrofuranos-4-yl)-5-cyano-2-hydroxyisopthalate
  参考文献：
  名称：

  Synthesis of ReversedC-Nucleosides

  摘要：

  A number of C-nucleoside analogs of the D-furanose series were synthesized by using push-pull activated monosaccharide -dimethylaminomethyleneulose (1) as a precursor. Enaminoketone 1 was reacted with o-phenylenediamine, cyanamide, and dialkyl-3-oxoglutarates to obtain benzodiazepine nucleoside analog 2, reversed C-nucleoside analog with pyrimidine ring 3, and isophthalic acid derivative 4, respectively.

  DOI：

  10.1080/00397910903064849

文献信息

• Synthesis of Reversed<i>C</i>-Nucleosides
  作者：Imran Ali Hashmi、Firdous Imran Ali、Holger Fiest、Klaus Peseke

  DOI：10.1080/00397910903064849

  日期：2010.3.19

  A number of C-nucleoside analogs of the D-furanose series were synthesized by using push-pull activated monosaccharide -dimethylaminomethyleneulose (1) as a precursor. Enaminoketone 1 was reacted with o-phenylenediamine, cyanamide, and dialkyl-3-oxoglutarates to obtain benzodiazepine nucleoside analog 2, reversed C-nucleoside analog with pyrimidine ring 3, and isophthalic acid derivative 4, respectively.