(3S,3aR,5S,6R,6aR)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3,5,6-triol | 87638-80-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃类
• 英文名称: (3S,3aR,5S,6R,6aR)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3,5,6-triol
• CAS: 87638-80-0
• 化学式: C₆H₁₀O₅
• 分子量: 162.142
• InChiKey: VIKRZCAKOWKMAS-BSQWINAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S,3aR,5S,6R,6aR)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3,5,6-triol 在 吡啶 、 氢溴酸 、 氰化汞 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 8.0h， 生成 2-((14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydrofuran-3-yl)hexadecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)hexahydrofuro[3,2-b]furan-3,6-diyl diacetate
  参考文献：
  名称：

  Digitoxigenin 3-O-.beta.-D-furanosides

  摘要：

  The syntheses of the title compounds were accomplished by Koenig-Knorr condensation of acylated furanoses with digitoxigenin followed by basic hydrolysis of protecting groups. In this manner the riboside, 5-amino-5-deoxyriboside, 3,6-anhydroglucoside, and 3,6-dideoxy-3,6-iminoglucoside of digitoxigenin were prepared. These compounds as well as several of the synthetic intermediates showed weak to moderate cardiotonic activity.

  DOI：

  10.1021/jm00152a012
• 作为产物：
  描述：

  3,6-anhydro-1,2-isopropylidene-α-D-glucofuranose 在 Dowex AG-50 X₈ 作用下， 以 水 为溶剂， 反应 3.0h， 生成 (3S,3aR,5S,6R,6aR)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3,5,6-triol
  参考文献：
  名称：

  Digitoxigenin 3-O-.beta.-D-furanosides

  摘要：

  The syntheses of the title compounds were accomplished by Koenig-Knorr condensation of acylated furanoses with digitoxigenin followed by basic hydrolysis of protecting groups. In this manner the riboside, 5-amino-5-deoxyriboside, 3,6-anhydroglucoside, and 3,6-dideoxy-3,6-iminoglucoside of digitoxigenin were prepared. These compounds as well as several of the synthetic intermediates showed weak to moderate cardiotonic activity.

  DOI：

  10.1021/jm00152a012

文献信息

• Koell, Peter; Komander, Herbert; Meyer, Bernd, Liebigs Annalen der Chemie, 1983, # 8, p. 1310 - 1331
  作者：Koell, Peter、Komander, Herbert、Meyer, Bernd

  DOI：——

  日期：——