[(2R,3R,4S,5R,6S)-4,5-dibenzoyloxy-6-[[(1R,2R,3S,4R,5R)-3,4-bis(phenylmethoxy)-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy]-3-[(2S,3R,4S,5S,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate | 1256394-03-2

• 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)-4,5-dibenzoyloxy-6-[[(1R,2R,3S,4R,5R)-3,4-bis(phenylmethoxy)-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy]-3-[(2S,3R,4S,5S,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate
• CAS: 1256394-03-2
• 化学式: C₈₁H₇₀O₂₂
• 分子量: 1395.43
• InChiKey: SNMSPBHSALYTKD-PYVQYAEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  103
• 可旋转键数：
  33
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  258
• 氢给体数：
  0
• 氢受体数：
  22

反应信息

• 作为产物：
  描述：

  Bz(-2)[Bz(-3)][Bz(-4)][Bz(-6)]Gal(b1-4)[Bz(-2)][Bz(-3)][Bz(-6)]Glc(b1-4)[Bn(-2)][Bn(-3)][TBDPS(-6)]Glc(a)-O-prop-2-ynyl 在 gold(III) bromide 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以65%的产率得到[(2R,3R,4S,5R,6S)-4,5-dibenzoyloxy-6-[[(1R,2R,3S,4R,5R)-3,4-bis(phenylmethoxy)-6,8-dioxabicyclo[3.2.1]octan-2-yl]oxy]-3-[(2S,3R,4S,5S,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate
  参考文献：
  名称：

  Gold-catalyzed glycosidations: synthesis of 1,6-anhydro saccharides

  摘要：

  Various 1,6-anhydro sugars are synthesized utilizing salient features of gold-catalyzed glycosidations. All the reactions occurred under mild conditions in the presence of 7 mol % of AuBr3 enabling easy synthesis of 1,6-anhydro sugars from corresponding 6-hydroxy propargyl/methyl monosaccharides, disaccharides, and trisaccharides in good yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.004