iso-propyl (methyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-α-L-idopyranosyluronate) | 1203584-62-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: iso-propyl (methyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-α-L-idopyranosyluronate)
• CAS: 1203584-62-6
• 化学式: C₂₇H₃₈O₁₀
• 分子量: 522.593
• InChiKey: ZJTLHHVCJAIBQH-PPWDSJTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  37.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  123.66
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  methyl ethyl-2-O-pivaloyl-3-O-benzyl-4-O-levulinoyl-1-thio-L-idopyranosiduronate 、 异丙醇 在 二甲基二硫 、 三氟甲烷磺酸甲酯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 iso-propyl (methyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-α-L-idopyranosyluronate) 、 iso-propyl (methyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-β-L-idopyranosyluronate)
  参考文献：
  名称：

  Synthesis of Differentially Protected Glucosamine Building Blocks and Their Evaluation as Glycosylating Agents

  摘要：

  The modular assembly of heparin oligosaccharides requires glucosamine building blocks with amine protecting groups for a-selective glycosylations that can be readily removed. The synthesis of N-4-nitrobenzensulphonamide (nosyl)- and N-2,4-dinitrophenyl (DNP)-protected glucosamine building blocks and their evaluation as glycosylating agents is described. The N-nosyl-protected glucosamine building blocks were challenging to prepare and their glycosylations resulted in inseparable mixtures of products. The N-DNP-protected glucosamines, however, were readily synthesized and resulted in a-selective couplings to protected L-iduronic acid derivatives.

  DOI：

  10.1080/07328300903105108