[(2S,3S,4R,5R,6S)-4,5-dibenzoyloxy-6-[(2S,3R,4S,5S)-4,5-diacetyloxy-2-[5-acetyloxy-2-(4-acetyloxy-3-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxychromen-3-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl] benzoate | 616201-24-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: [(2S,3S,4R,5R,6S)-4,5-dibenzoyloxy-6-[(2S,3R,4S,5S)-4,5-diacetyloxy-2-[5-acetyloxy-2-(4-acetyloxy-3-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxychromen-3-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl] benzoate
• CAS: 616201-24-2
• 化学式: C₆₉H₆₆O₃₁
• 分子量: 1391.26
• InChiKey: HRUANKMVBCXSMI-GOQDKREISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  100
• 可旋转键数：
  33
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  391
• 氢给体数：
  1
• 氢受体数：
  31

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 [(2S,3S,4R,5R,6S)-4,5-dibenzoyloxy-6-[(2S,3R,4S,5S)-4,5-diacetyloxy-2-[5-acetyloxy-2-(4-acetyloxy-3-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxychromen-3-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl] benzoate 在 吡啶 作用下， 生成
  参考文献：
  名称：

  The first total synthesis of calabricoside A

  摘要：

  Quercetin 3-O-[alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside]-7-O-beta-D-glucopyranoside (calabricoside A), a new flavonol triglycoside isolated from the aerial parts of Putoria calabrica showing strong radical scavenging activity, was synthesized through a combination of phase-transfer-catalyzed C-3 glycosylation and AgOTf promoted homogeneous C-7 glycosylation in CH2Cl2. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01706-4
• 作为产物：
  描述：

  [(2S,3S,4R,5R,6S)-4,5-dibenzoyloxy-6-[(2S,3R,4S,5S)-4,5-diacetyloxy-2-[5-acetyloxy-2-[3-acetyloxy-4-[(4-methoxyphenyl)methoxy]phenyl]-7-[(4-methoxyphenyl)methoxy]-4-oxochromen-3-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl] benzoate 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 palladium hydroxide - carbon 氢气 、 四丁基溴化铵 、 potassium carbonate 作用下， 以 乙醇 、 乙酸乙酯 、 氯仿 为溶剂， 50.0 ℃ 、101.32 kPa 条件下， 生成 、 [(2S,3S,4R,5R,6S)-4,5-dibenzoyloxy-6-[(2S,3R,4S,5S)-4,5-diacetyloxy-2-[5-acetyloxy-2-(4-acetyloxy-3-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxychromen-3-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl] benzoate
  参考文献：
  名称：

  The first total synthesis of calabricoside A

  摘要：

  Quercetin 3-O-[alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside]-7-O-beta-D-glucopyranoside (calabricoside A), a new flavonol triglycoside isolated from the aerial parts of Putoria calabrica showing strong radical scavenging activity, was synthesized through a combination of phase-transfer-catalyzed C-3 glycosylation and AgOTf promoted homogeneous C-7 glycosylation in CH2Cl2. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01706-4