[(2R,3R,4S,5R,6S)-3,4,5-tribenzoyloxy-6-(3-hydroxy-2,2-dimethylpropanoyl)oxyoxan-2-yl]methyl benzoate | 1221152-17-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(2R,3R,4S,5R,6S)-3,4,5-tribenzoyloxy-6-(3-hydroxy-2,2-dimethylpropanoyl)oxyoxan-2-yl]methyl benzoate
• CAS: 1221152-17-5
• 化学式: C₃₉H₃₆O₁₂
• 分子量: 696.708
• InChiKey: BXHFDVQTMCFWJT-SEJTURHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  51
• 可旋转键数：
  17
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  161
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  perbenzoyl-D-glucopyranosyl o-(1-hexynyl)benzoate 、 2,2-二甲基-3-羟基丙酸 在 trifluoromethanesulfonyloxy(triphenylphosphine)gold(I) 、 三氟化硼乙醚 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 以88%的产率得到[(2R,3R,4S,5R,6S)-3,4,5-tribenzoyloxy-6-(3-hydroxy-2,2-dimethylpropanoyl)oxyoxan-2-yl]methyl benzoate
  参考文献：
  名称：

  Chemoselective glycosylation of carboxylic acid with glycosyl ortho-hexynylbenzoates as donors

  摘要：

  The gold(I)-catalyzed glycosylation of acid alcohols with glycosyl ortho-hexynylbenzoates in the presence of BF3 center dot Et2O and DBU provided the corresponding ester glycosides chemoselectively in high yield; while with DTBP as an additive instead, orthoester formation with the alcohol was effected selectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.039

文献信息

• Chemoselective glycosylation of carboxylic acid with glycosyl ortho-hexynylbenzoates as donors
  作者：You Yang、Yao Li、Biao Yu

  DOI：10.1016/j.tetlet.2010.01.039

  日期：2010.3

  The gold(I)-catalyzed glycosylation of acid alcohols with glycosyl ortho-hexynylbenzoates in the presence of BF3 center dot Et2O and DBU provided the corresponding ester glycosides chemoselectively in high yield; while with DTBP as an additive instead, orthoester formation with the alcohol was effected selectively. (C) 2010 Elsevier Ltd. All rights reserved.