3-[3,3'''-didodecyl-5'''-[3-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-1-propyn-1-yl][2,2':5',2'':5'',2'''-quaterthien]-5-yl]-2-propyn-1-yl-α-D-mannopyranose tetraacetate | 1194524-97-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-[3,3'''-didodecyl-5'''-[3-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-1-propyn-1-yl][2,2':5',2'':5'',2'''-quaterthien]-5-yl]-2-propyn-1-yl-α-D-mannopyranose tetraacetate
• 英文别名: [(2R,3R,4S,5S,6S)-3,4,5-triacetyloxy-6-[3-[4-dodecyl-5-[5-[5-[3-dodecyl-5-[3-[(2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyprop-1-ynyl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]thiophen-2-yl]prop-2-ynoxy]oxan-2-yl]methyl acetate
• CAS: 1194524-97-4
• 化学式: C₇₄H₉₈O₂₀S₄
• 分子量: 1435.84
• InChiKey: UYJKYBZFGSBTKK-ZDMLEHEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.6
• 重原子数：
  98
• 可旋转键数：
  49
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  360
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  3-[3,3'''-didodecyl-5'''-[3-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-1-propyn-1-yl][2,2':5',2'':5'',2'''-quaterthien]-5-yl]-2-propyn-1-yl-α-D-mannopyranose tetraacetate 在 甲醇 、 sodium methylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 以93%的产率得到3-[3,3'''-didodecyl-5'''-[3-(α-D-mannopyranosyloxy)-1-propyn-1-yl][2,2':5',2'':5'',2'''-quaterthien]-5-yl]-2-propyn-1-yl-α-D-mannopyranoside
  参考文献：
  名称：

  Self-Assembling Carbohydrate-Functionalized Oligothiophenes

  摘要：

  Carbohydrate-functionalized oligothiophenes have been synthesized applying mild Sonogashira cross-coupling conditions. In an aqueous environment the amphiphilic hybrids self-assemble into chiral superstructures as a result of multiple hydrogen bond interactions and the helicity of the aggregates is controllable by the configuration of the carbohydrate unit. By means of atomic force microscopy highly ordered layer arrangements on substrates were characterized.

  DOI：

  10.1021/ol9022694
• 作为产物：
  描述：

  5,5'''-diiodo-3,3'''-didodecyl-[2,2';5',2'';5'',2''']quaterthiophene 、 propargyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二异丙胺 作用下， 反应 16.0h， 以75%的产率得到3-[3,3'''-didodecyl-5'''-[3-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)-1-propyn-1-yl][2,2':5',2'':5'',2'''-quaterthien]-5-yl]-2-propyn-1-yl-α-D-mannopyranose tetraacetate
  参考文献：
  名称：

  Self-Assembling Carbohydrate-Functionalized Oligothiophenes

  摘要：

  Carbohydrate-functionalized oligothiophenes have been synthesized applying mild Sonogashira cross-coupling conditions. In an aqueous environment the amphiphilic hybrids self-assemble into chiral superstructures as a result of multiple hydrogen bond interactions and the helicity of the aggregates is controllable by the configuration of the carbohydrate unit. By means of atomic force microscopy highly ordered layer arrangements on substrates were characterized.

  DOI：

  10.1021/ol9022694