4-methoxyphenyl 2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside | 666258-37-3

• 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: 4-methoxyphenyl 2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside
• 英文别名: Bz(-2)[Bz(-4)][Bz(-6)]Glc(b1-3)Glc2Ac4Ac6Ac(b)-O-Ph(4-OMe)；[(2R,3S,4S,5R,6S)-3,5-dibenzoyloxy-6-[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-(4-methoxyphenoxy)oxan-4-yl]oxy-4-hydroxyoxan-2-yl]methyl benzoate
• CAS: 666258-37-3
• 化学式: C₄₆H₄₆O₁₈
• 分子量: 886.86
• InChiKey: WOJBXLDHJGJSCD-VQMBQJSISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  64
• 可旋转键数：
  22
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  224
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  4-methoxyphenyl 2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside 、 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranosyl trichloroacetimidate 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以51%的产率得到4-methoxyphenyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of 3,6‐Branched β‐d‐Glucose Oligosaccharides

  摘要：

  A glucohexasaccharide, beta-D-Glcp-(1-->3)-[beta-D-Glcp-(1-->3)-beta-D-Glcp-(1-->6)]-beta(..)D-Glcp-(1-->3)-beta-D-Glcp-(1-->3)-beta-D-Glcp was synthesized as its 4-methoxyphenyl glycosidevia 2 + 2 + 2 strategy with benzylidenated glucose mono- and disaccharides as the key intermediates.

  DOI：

  10.1081/car-120026599
• 作为产物：
  描述：

  Benzoic acid (2R,4aR,6R,7R,8S,8aR)-8-allyloxy-2-phenyl-6-(2,2,2-trichloro-acetimidoyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 在 吡啶 、 三氟甲磺酸三甲基硅酯 、 溶剂黄146 、 palladium dichloride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 9.0h， 生成 4-methoxyphenyl 2,4,6-tri-O-benzoyl-β-D-glucopyranosyl-(1->3)-2,4,6-tri-O-acetyl-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of 3,6‐Branched β‐d‐Glucose Oligosaccharides

  摘要：

  A glucohexasaccharide, beta-D-Glcp-(1-->3)-[beta-D-Glcp-(1-->3)-beta-D-Glcp-(1-->6)]-beta(..)D-Glcp-(1-->3)-beta-D-Glcp-(1-->3)-beta-D-Glcp was synthesized as its 4-methoxyphenyl glycosidevia 2 + 2 + 2 strategy with benzylidenated glucose mono- and disaccharides as the key intermediates.

  DOI：

  10.1081/car-120026599