isopropyl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-D-glucopyranoside | 1040184-53-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: isopropyl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-D-glucopyranoside
• CAS: 1040184-53-9
• 化学式: C₅₉H₅₄O₁₇S
• 分子量: 1067.13
• InChiKey: TWSDAXNLVGSVKP-UQOLBBTKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.51
• 重原子数：
  77.0
• 可旋转键数：
  19.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  211.79
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  isopropyl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-D-glucopyranoside 、 在 N-碘代丁二酰亚胺 、 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以83%的产率得到
  参考文献：
  名称：

  Synthesis of Pentasaccharide and Heptasaccharide Derivatives and Their Effects on Plant Growth

  摘要：

  Two oligosaccharide derivatives, beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-4)-alpha-D-ManpOMe (1) and beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-4)-alpha-D-ManpOMe (2), have been synthesized efficiently using a convergent glycosylation strategy of 2 + 3 and 2 + 5. 1,6-Anhyclro-beta-D-glucopyranose, which was prepared from cotton pyrolysis, was applied as a key synthon in the synthesis, significantly simplifying the preparation. The bioassay suggested that these two oligosaccharides can both stimulate the growth of maize cultured in liquid medium at a concentration of 3 ppm.

  DOI：

  10.1021/jf800326r
• 作为产物：
  描述：

  isopropyl 2,3,4-tri-O-benzoyl-1-thio-D-glucopyranoside 、 6-O-acetyl-2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以68%的产率得到isopropyl 6-O-acetyl-2,3,4-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-1-thio-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of Pentasaccharide and Heptasaccharide Derivatives and Their Effects on Plant Growth

  摘要：

  Two oligosaccharide derivatives, beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-4)-alpha-D-ManpOMe (1) and beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-6)-beta-D-Glcp-(1-4)-alpha-D-ManpOMe (2), have been synthesized efficiently using a convergent glycosylation strategy of 2 + 3 and 2 + 5. 1,6-Anhyclro-beta-D-glucopyranose, which was prepared from cotton pyrolysis, was applied as a key synthon in the synthesis, significantly simplifying the preparation. The bioassay suggested that these two oligosaccharides can both stimulate the growth of maize cultured in liquid medium at a concentration of 3 ppm.

  DOI：

  10.1021/jf800326r