2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-1,2,3,4-tetra-O-benzoyl-α-D-glucopyranoside | 1207994-52-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-1,2,3,4-tetra-O-benzoyl-α-D-glucopyranoside
• 英文别名: Bz(-2)[Bz(-3)][Bz(-4)]Rha(a1-4)[Bz(-2)][Bz(-3)][Bz(-6)]Glc(b1-6)[Bz(-2)][Bz(-3)][Bz(-4)]Glc(a)-O-Bz；[(2R,3R,4S,5R,6R)-4,5-dibenzoyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5,6-tetrabenzoyloxyoxan-2-yl]methoxy]-3-[(2S,3R,4R,5S,6S)-3,4,5-tribenzoyloxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl benzoate
• CAS: 1207994-52-2
• 化学式: C₈₈H₇₂O₂₅
• 分子量: 1529.52
• InChiKey: OEXJAUIYXRHFGH-LOOAZLATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.9
• 重原子数：
  113
• 可旋转键数：
  36
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  309
• 氢给体数：
  0
• 氢受体数：
  25

反应信息

• 作为反应物：
  描述：

  2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-1,2,3,4-tetra-O-benzoyl-α-D-glucopyranoside 在 乙酸肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Efficient Synthesis of Flaccidoside II, a Bioactive Component of Chinese Folk Medicine Di Wu

  摘要：

  A bidesmosidic triterpene saponin, flaccidoside II, which was isolated from Di Wu, a Chinese folk medicine from dry rhizome of Anemone flaccida Fr. Schmidt, was efficiently synthesized in a convergent approach. We employed two glycosyl trichloroacetimidate donors in a one-pot reaction as a key step.

  DOI：

  10.1080/07328300903260192
• 作为产物：
  描述：

  1,2,3,4-tetra-O-benzoyl-α-D-glucopyranose 、 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate 、 p=methylphenyl 2,3,6-tri-O-benzoyl-1-thio-β-D-glucopyranoside 在 三氟甲磺酸三甲基硅酯 、 N-碘代丁二酰亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.17h， 以75%的产率得到2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->6)-1,2,3,4-tetra-O-benzoyl-α-D-glucopyranoside
  参考文献：
  名称：

  Efficient Synthesis of Flaccidoside II, a Bioactive Component of Chinese Folk Medicine Di Wu

  摘要：

  A bidesmosidic triterpene saponin, flaccidoside II, which was isolated from Di Wu, a Chinese folk medicine from dry rhizome of Anemone flaccida Fr. Schmidt, was efficiently synthesized in a convergent approach. We employed two glycosyl trichloroacetimidate donors in a one-pot reaction as a key step.

  DOI：

  10.1080/07328300903260192

文献信息

• Efficient Synthesis of Flaccidoside II, a Bioactive Component of Chinese Folk Medicine Di Wu
  作者：Qingchao Liu、Lei Zhang、Xiangpeng Li、Tiantian Guo、Peng Wang、Yingxia Li

  DOI：10.1080/07328300903260192

  日期：2009.11.25

  A bidesmosidic triterpene saponin, flaccidoside II, which was isolated from Di Wu, a Chinese folk medicine from dry rhizome of Anemone flaccida Fr. Schmidt, was efficiently synthesized in a convergent approach. We employed two glycosyl trichloroacetimidate donors in a one-pot reaction as a key step.