3-deoxy-1,2;5,6-di-O-isopropylidene-D-gulofuranose | 50710-99-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-deoxy-1,2;5,6-di-O-isopropylidene-D-gulofuranose
• 英文别名: 3-deoxy-1,2;5,6-di-O-isopropylidene-D-xylohexofuranose
• CAS: 50710-99-1
• 化学式: C₁₂H₂₀O₅
• 分子量: 244.288
• InChiKey: XLBTYCAEVPBVAW-ZYUZMQFOSA-N

反应信息

• 作为反应物：
  描述：

  3-deoxy-1,2;5,6-di-O-isopropylidene-D-gulofuranose 在 溶剂黄146 作用下， 反应 2.0h， 以88%的产率得到3-deoxy-D-galactose
  参考文献：
  名称：

  Thermodynamics of Binding of d-Galactose and Deoxy Derivatives thereof to the l-Arabinose-binding Protein

  摘要：

  We report the thermodynamics of binding Of D-galactose and deoxy derivatives thereof to the arabinose binding protein (ABP). The "intrinsic" (solute-solute) free energy of binding DeltaG(int)(0) at 308 K for the 1-, 2-, 3-, and 6-hydroxyl groups of galactose is remarkably constant (similar to-30 kJ/mol), despite the fact that each hydroxyl group subtends different numbers of hydrogen bonds in the complex. The substantially unfavorable enthalpy of binding (similar to30 W/mol) of 1-deoxygalactose, 2-deoxygalactose, and 3-deoxygalactose in comparison with galactose, cannot be readily accounted for by differences in solvation, suggesting that solute-solute hydrogen bonds are enthalpically significantly more favorable than solute-solvent hydrogen bonds. In contrast, the substantially higher affinity for 2-deoxygalactose in comparison with either 1-deoxygalactose or 3-deoxygalactose derives from differences in the solvation free energies of the free ligands.

  DOI：

  10.1021/ja048054m
• 作为产物：
  描述：

  1,2:5,6-di-O-isopropylidene-α-D-gulose 在 n-butyl tin hydride 、 偶氮二异丁腈 作用下， 以 甲苯 为溶剂， 反应 9.0h， 生成 3-deoxy-1,2;5,6-di-O-isopropylidene-D-gulofuranose
  参考文献：
  名称：

  Thermodynamics of Binding of d-Galactose and Deoxy Derivatives thereof to the l-Arabinose-binding Protein

  摘要：

  We report the thermodynamics of binding Of D-galactose and deoxy derivatives thereof to the arabinose binding protein (ABP). The "intrinsic" (solute-solute) free energy of binding DeltaG(int)(0) at 308 K for the 1-, 2-, 3-, and 6-hydroxyl groups of galactose is remarkably constant (similar to-30 kJ/mol), despite the fact that each hydroxyl group subtends different numbers of hydrogen bonds in the complex. The substantially unfavorable enthalpy of binding (similar to30 W/mol) of 1-deoxygalactose, 2-deoxygalactose, and 3-deoxygalactose in comparison with galactose, cannot be readily accounted for by differences in solvation, suggesting that solute-solute hydrogen bonds are enthalpically significantly more favorable than solute-solvent hydrogen bonds. In contrast, the substantially higher affinity for 2-deoxygalactose in comparison with either 1-deoxygalactose or 3-deoxygalactose derives from differences in the solvation free energies of the free ligands.

  DOI：

  10.1021/ja048054m