[(2S,3R,4R,5R)-3-benzoyloxy-5-[(2S,3R,4R,5R)-3,4-dibenzoyloxy-5-[(2S,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]sulfanyloxan-2-yl]sulfanyl-2-methoxyoxan-4-yl] benzoate | 359407-47-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(2S,3R,4R,5R)-3-benzoyloxy-5-[(2S,3R,4R,5R)-3,4-dibenzoyloxy-5-[(2S,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]sulfanyloxan-2-yl]sulfanyl-2-methoxyoxan-4-yl] benzoate
• CAS: 359407-47-9
• 化学式: C₅₀H₅₀O₁₈S₂
• 分子量: 1003.07
• InChiKey: IYCKULIZERAFKS-JJXCDUDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  70
• 可旋转键数：
  23
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  272
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  [(2S,3R,4R,5R)-3-benzoyloxy-5-[(2S,3R,4R,5R)-3,4-dibenzoyloxy-5-[(2S,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]sulfanyloxan-2-yl]sulfanyl-2-methoxyoxan-4-yl] benzoate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (2S,3R,4S,5R)-2-[(3R,4R,5R,6S)-6-[(3R,4R,5R,6S)-4,5-dihydroxy-6-methoxyoxan-3-yl]sulfanyl-4,5-dihydroxyoxan-3-yl]sulfanyloxane-3,4,5-triol
  参考文献：
  名称：

  Stereoselective synthesis of thioxylooligosaccharides from S-glycosyl isothiourea precursors

  摘要：

  A stereoselective synthesis of thioxylo-di-, -tri-, -tetra- and -penta-saccharides from S-glycosyl isothiourea precursors is described. The synthesis was performed starting from 2,3,4-tri-O-acetyl-beta -D-xylopyranosyl isothiouronium bromide using a triethylamine promoted reaction with 1,2,3-tri-O-benzoyl-4-O-lrifluoromethanesuIphonyl-beta -L-arabinopyranose. The resulting 4-thioxylobisse was then converted into the corresponding isothiouroniurn bromide and used for the synthesis of 4,4 ' -dithioxylotriose. Higher homologues of the series and their alpha -methyl glycosides were also prepared. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00775-4
• 作为产物：
  描述：

  2,3,4-三-O-乙酰基-α-D-木吡喃糖苷溴 在 氢溴酸 、 溶剂黄146 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 61.75h， 生成 [(2S,3R,4R,5R)-3-benzoyloxy-5-[(2S,3R,4R,5R)-3,4-dibenzoyloxy-5-[(2S,3R,4S,5R)-3,4,5-triacetyloxyoxan-2-yl]sulfanyloxan-2-yl]sulfanyl-2-methoxyoxan-4-yl] benzoate
  参考文献：
  名称：

  Stereoselective synthesis of thioxylooligosaccharides from S-glycosyl isothiourea precursors

  摘要：

  A stereoselective synthesis of thioxylo-di-, -tri-, -tetra- and -penta-saccharides from S-glycosyl isothiourea precursors is described. The synthesis was performed starting from 2,3,4-tri-O-acetyl-beta -D-xylopyranosyl isothiouronium bromide using a triethylamine promoted reaction with 1,2,3-tri-O-benzoyl-4-O-lrifluoromethanesuIphonyl-beta -L-arabinopyranose. The resulting 4-thioxylobisse was then converted into the corresponding isothiouroniurn bromide and used for the synthesis of 4,4 ' -dithioxylotriose. Higher homologues of the series and their alpha -methyl glycosides were also prepared. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00775-4