| 161987-83-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 161987-83-3
• 化学式: C₃₁H₃₆O₆
• 分子量: 504.623
• InChiKey: HEUWDMSXRPNVEY-NHKHRBQYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  37.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  生成 (2S,3R,4S)-4,5,5-Tris-benzyloxymethyl-tetrahydro-furan-2,3-diol
  参考文献：
  名称：

  Synthesis and Anti-viral Properties of 2',3'-Dideoxy-3',4'-dihydroxymethyl Substituted Pyrimidine Nucleoside Analogues

  摘要：

  Some 2',3'-dideoxy-3', 4'-dihydroxymethyl nucleoside analogues have been synthesised starting from diacetone-D-glucose. The 3-C-hydroxymethyl group was introduced by selective hydroboration-oxidation of the 3-C-methylene derivative. The 4-C-hydroxymethyl group was obtained by an aldol condensation followed by in situ cross Canizzaro reduction. Glycosylation using silylated pyrimidine bases furnished the 2',3'-dideoxy -3',4'-dihydroxymethyl nucleoside analogues.

  DOI：

  10.1080/15257779508012362
• 作为产物：
  描述：

  溴甲苯 、 ((3aR,6S,6aR)-6-Benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-methanol 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以56%的产率得到
  参考文献：
  名称：

  Synthesis and Anti-viral Properties of 2',3'-Dideoxy-3',4'-dihydroxymethyl Substituted Pyrimidine Nucleoside Analogues

  摘要：

  Some 2',3'-dideoxy-3', 4'-dihydroxymethyl nucleoside analogues have been synthesised starting from diacetone-D-glucose. The 3-C-hydroxymethyl group was introduced by selective hydroboration-oxidation of the 3-C-methylene derivative. The 4-C-hydroxymethyl group was obtained by an aldol condensation followed by in situ cross Canizzaro reduction. Glycosylation using silylated pyrimidine bases furnished the 2',3'-dideoxy -3',4'-dihydroxymethyl nucleoside analogues.

  DOI：

  10.1080/15257779508012362