| 1193069-02-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• CAS: 1193069-02-1
• 化学式: C₄₇H₄₃F₁₇O₉
• 分子量: 1074.83
• InChiKey: BGMPRVQGHITDEG-MKJHBRGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.67
• 重原子数：
  73.0
• 可旋转键数：
  24.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  101.91
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以100%的产率得到4-O-(4-O-(F17)benzyl-β-D-glucopyranosyl)vanillic acid
  参考文献：
  名称：

  Total synthesis of macrocyclic glycosides, clemochinenosides A and B, and berchemolide, by fluorous mixture synthesis

  摘要：

  The total synthesis of clemochinenoside A and the first total syntheses of clemochinenoside B and berchemolide were achieved simultaneously via macrocyclization of 4-O-(4-O-(F13)benzyl-beta-D-glucopyranosyl)syringic acid with 4-O-(4-O-(F17)-benzyl-beta-D-glucopyranosyl)vanillic acid by a fluorous mixture synthetic method. The spectroscopic data of the synthetic products were identical with those of the natural products, although the optical rotation of clemochinenoside A differed from the published values in sign and magnitude. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.068
• 作为产物：
  描述：

  在 三乙基硅烷 、 二氯苯酚溴酯 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到
  参考文献：
  名称：

  Total synthesis of macrocyclic glycosides, clemochinenosides A and B, and berchemolide, by fluorous mixture synthesis

  摘要：

  The total synthesis of clemochinenoside A and the first total syntheses of clemochinenoside B and berchemolide were achieved simultaneously via macrocyclization of 4-O-(4-O-(F13)benzyl-beta-D-glucopyranosyl)syringic acid with 4-O-(4-O-(F17)-benzyl-beta-D-glucopyranosyl)vanillic acid by a fluorous mixture synthetic method. The spectroscopic data of the synthetic products were identical with those of the natural products, although the optical rotation of clemochinenoside A differed from the published values in sign and magnitude. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.068