Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[19-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylcarbamoyl)-nonadecanoylamino]-tetrahydro-pyran-4-yl ester | 208592-28-3

• 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: Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[19-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylcarbamoyl)-nonadecanoylamino]-tetrahydro-pyran-4-yl ester
• CAS: 208592-28-3
• 化学式: C₄₈H₇₆N₂O₂₀
• 分子量: 1001.13
• InChiKey: XWAYLXJDSDRQLH-ODFKSXTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.41
• 重原子数：
  70.0
• 可旋转键数：
  31.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  287.06
• 氢给体数：
  2.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[19-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylcarbamoyl)-nonadecanoylamino]-tetrahydro-pyran-4-yl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以100%的产率得到Icosanedioic acid bis-[((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-amide]
  参考文献：
  名称：

  Synthesis of Novel α,ω-Type 1-Glucosamide and 1-Galactosamide Bolaamphiphiles

  摘要：

  A new family of bolaamphiphiles in which two glucosylamine or galactosylamine moieties are linked via a beta-N-glycosidic bond to an alpha,omega-dicarboxylic acid has been described. The 1-D-glucosamide and 1-D-galactosamide bolaamphiphiles were obtained in good yield by the condensation of the dicarboxylic acid dichloride with the corresponding 1-aldopyranosylamine.

  DOI：

  10.1080/07328309808002902
• 作为产物：
  描述：

  2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 platinum(IV) oxide 吡啶 、 sodium azide 、 氢气 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[19-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylcarbamoyl)-nonadecanoylamino]-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis of Novel α,ω-Type 1-Glucosamide and 1-Galactosamide Bolaamphiphiles

  摘要：

  A new family of bolaamphiphiles in which two glucosylamine or galactosylamine moieties are linked via a beta-N-glycosidic bond to an alpha,omega-dicarboxylic acid has been described. The 1-D-glucosamide and 1-D-galactosamide bolaamphiphiles were obtained in good yield by the condensation of the dicarboxylic acid dichloride with the corresponding 1-aldopyranosylamine.

  DOI：

  10.1080/07328309808002902