allyl-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-(1->4)-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)]-2-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,4,6-tri-O-acetyl-α-D-glucopyranoside | 208709-46-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-(1->4)-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)]-2-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,4,6-tri-O-acetyl-α-D-glucopyranoside
• 英文别名: [(2R,3R,4S,5R,6S)-3,4-diacetyloxy-5-[(2S,3R,4R,5S,6S)-3-acetyloxy-5-[(2S,3R,4S,5S)-3,4-diacetyloxy-5-(acetyloxymethyl)oxolan-2-yl]oxy-6-methyl-4-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-prop-2-enoxyoxan-2-yl]methyl acetate
• CAS: 208709-46-0
• 化学式: C₄₈H₆₆O₃₀
• 分子量: 1123.03
• InChiKey: QDLSLAHRIWDQPS-NCYFNZSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  78
• 可旋转键数：
  34
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  363
• 氢给体数：
  0
• 氢受体数：
  30

反应信息

• 作为反应物：
  描述：

  allyl-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-(1->4)-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)]-2-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,4,6-tri-O-acetyl-α-D-glucopyranoside 在 四(三苯基膦)钯 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以100%的产率得到O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-(1->4)-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)]-2-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,4,6-tri-O-acetyl-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of Neosaponins Carrying Oligosaccharides from Natural Products

  摘要：

  DOI：

  10.3987/com-99-8612
• 作为产物：
  描述：

  乙酸酐 、 allyl α-L-arabinofuranosyl-(1->4)-[β-D-glucopyranosyl-(1->3)]-α-L-rhamnopyranosyl-(1->2)-α-D-glucopyranoside 以 吡啶 为溶剂， 反应 52.0h， 以82%的产率得到allyl-O-(2,3,5-tri-O-acetyl-α-L-arabinofuranosyl)-(1->4)-[2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->3)]-2-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3,4,6-tri-O-acetyl-α-D-glucopyranoside
  参考文献：
  名称：

  Chemical transglycosylation of functional bioactive glyco-linkages

  摘要：

  The natural functional bioactive oligosaccharides moieties, mimosatetraose and fabatriose, were cut off from julibrosides and soyasaponin I by chemical and enzymatic methods, respectively, and were pasted to diosgenin to give neosaponins 1 and 2. The obtained neosaponins were tested for cytotoxicity and hepatoprotective activity. This method could be applied to the synthesis of novel bioactive glycosides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00519-x