2-<<oxy>methyl>furan | 138327-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-<<oxy>methyl>furan
• 英文别名: 2-(dimethylthexylsilyloxymethyl)furan；2-dimethylthexylsilyloxymethylfuran；2,3-dimethylbutan-2-yl-(furan-2-ylmethoxy)-dimethylsilane
• CAS: 138327-73-8
• 化学式: C₁₃H₂₄O₂Si
• 分子量: 240.418
• InChiKey: NIDMQMQEJARPSH-UHFFFAOYSA-N

物化性质

• 沸点：
  259.4±15.0 °C(Predicted)
• 密度：
  0.913±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  22.37
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  糠醇 、 二甲基叔己基氯化硅 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到2-<<oxy>methyl>furan
  参考文献：
  名称：

  Sandosham, Jessie; Undheim, Kjell, Acta Chemica Scandinavica, 1994, vol. 48, # 3, p. 279 - 282

  摘要：

  DOI：

文献信息

• N- versus O-Alkylation of 2,3'-anhydrothymidine: reaction of the obtained pyrimidinium salts with azide ion
  作者：Catherine Goulaouic、David R. Adams、Angele Chiaroni、Claude Riche、David S. Grierson

  DOI：10.1021/jo00063a021

  日期：1993.5

  Reaction of 5'-O-(thexyldimethylsilyl)anhydrothymidine (1) with O-(mesitylenesulfonyl)hydroxylamine and CH3OTf generates the pyrimidinium salts 3a and 3b which react with azide ion to give the N3-substituted AZT derivatives 4a and 4b, respectively. In contrast, alkylation of 1 with pentyl triflate occurs at both the N3 and 04 positions leading, after treatment with NaN3, to the expected AZT analog 4d and the novel 3-substituted 2,3-dideoxyxylofuranosyl azide 7d. In a further study, the extent to which competing 04-alkylation occurs was found to be sensitive to steric factors, increasing in the order MeOTf < EtOTf < pentyl OTf < i-PrOTf. Formation of the alternate 04-alkylated AZT derivatives 9 via an intramolecular Hilbert-Johnson process was not observed in these reactions. It was demonstrated, however, that reaction of the intermediate O4-alkylated pyridinium salt 6c with Me4NCl does evolve toward the corresponding C-3' chloro compound 14c. Reaction of 1 with the less reactive alkylating agent (EtO)2P(O)CH2OTf is more complicated producing the O-alkylated product 7f and the novel dimer 19.
• Arukwe, Joseph; Undheim, Kjell, Acta Chemica Scandinavica, 1991, vol. 45, # 9, p. 914 - 918
  作者：Arukwe, Joseph、Undheim, Kjell

  DOI：——

  日期：——