1-O-[N-(3,4-dibenzyloxyphenylethyl)-succinamyl]-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose | 300362-75-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-O-[N-(3,4-dibenzyloxyphenylethyl)-succinamyl]-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose
• CAS: 300362-75-8
• 化学式: C₆₀H₆₁NO₁₀
• 分子量: 956.145
• InChiKey: RDNRCXAVHJYFGU-BGZFFTENSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.52
• 重原子数：
  71.0
• 可旋转键数：
  26.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  120.01
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  1-O-[N-(3,4-dibenzyloxyphenylethyl)-succinamyl]-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 3.0h， 以99%的产率得到1-O-[N-(3,4-dihydroxyphenylethyl)-succinamyl]-β-D-glucopyranose
  参考文献：
  名称：

  Synthesis and biological studies of glycosyl dopamine derivatives as potential antiparkinsonian agents

  摘要：

  A new approach to deliver dopamine into the central nervous system, based on the use of D-glucose as transportable agent, has been studied. Glycosyl dopamine derivatives bearing the sugar moiety linked to either the amino group or the catechol ring of dopamine through amide, eater or glycosidic bonds were synthesised as potential antiparkinsonian agents. Studies on the binding to dopamine D-2 receptor, in vitro stability, and locomotive effect in mice of the synthetic glycoconjugates are reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00073-2
• 作为产物：
  描述：

  2-(3,4-bis(benzyloxy)phenyl)ethanamine-2,2,2-trifluoroacetate 以 吡啶 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 123.0h， 生成 1-O-[N-(3,4-dibenzyloxyphenylethyl)-succinamyl]-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose
  参考文献：
  名称：

  Synthesis and biological studies of glycosyl dopamine derivatives as potential antiparkinsonian agents

  摘要：

  A new approach to deliver dopamine into the central nervous system, based on the use of D-glucose as transportable agent, has been studied. Glycosyl dopamine derivatives bearing the sugar moiety linked to either the amino group or the catechol ring of dopamine through amide, eater or glycosidic bonds were synthesised as potential antiparkinsonian agents. Studies on the binding to dopamine D-2 receptor, in vitro stability, and locomotive effect in mice of the synthetic glycoconjugates are reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00073-2