1,2-bis[2,3-di-O-benzoyl-α-D-mannopyranosyloxy]ethane | 618106-89-1

• 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: 1,2-bis[2,3-di-O-benzoyl-α-D-mannopyranosyloxy]ethane
• 英文别名: [(2S,3S,4S,5R,6R)-3-benzoyloxy-2-[2-[(2S,3S,4S,5R,6R)-3,4-dibenzoyloxy-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethoxy]-5-hydroxy-6-(hydroxymethyl)oxan-4-yl] benzoate
• CAS: 618106-89-1
• 化学式: C₄₂H₄₂O₁₆
• 分子量: 802.786
• InChiKey: XDFDQRDCDRJOPD-FZRZOQKISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  58
• 可旋转键数：
  19
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  223
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  4,6-di-O-acetyl-2,3-di-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate 、 1,2-bis[2,3-di-O-benzoyl-α-D-mannopyranosyloxy]ethane 在 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以61.5%的产率得到1,2-bis[4,6-di-O-acetyl-2,3-di-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3-di-O-benzoyl-α-D-mannopyranosyloxy]ethane
  参考文献：
  名称：

  Concise syntheses of β-GlcNAcp-(1→6)-α-Manp-(1→6)-Manp and its dimer, and β-GlcNAcp-(1→2)-α-Manp-(1→6)-Manp

  摘要：

  beta-D-GlcNAcp-(1-->6)-alpha-D-Manp-(1-->6)-D-Manp and beta-D-GlcNAcp-(1-->2)-alpha-D-Manp-(1-->6)-D-Manp were synthesized as their methyl glycosides in a regio- and stereoselective way, whereas an ethylene glycol-coupled dimer of the former was prepared in a convergent manner. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00570-6
• 作为产物：
  描述：

  methyl 2,3-di-O-benzoyl-α-D-mannopyranoside 在 吡啶 、 甲醇 、 三氟甲磺酸三甲基硅酯 、 硫酸 、 氨 、 对甲苯磺酸 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 乙酰氯 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 19.0h， 生成 1,2-bis[2,3-di-O-benzoyl-α-D-mannopyranosyloxy]ethane
  参考文献：
  名称：

  Concise syntheses of β-GlcNAcp-(1→6)-α-Manp-(1→6)-Manp and its dimer, and β-GlcNAcp-(1→2)-α-Manp-(1→6)-Manp

  摘要：

  beta-D-GlcNAcp-(1-->6)-alpha-D-Manp-(1-->6)-D-Manp and beta-D-GlcNAcp-(1-->2)-alpha-D-Manp-(1-->6)-D-Manp were synthesized as their methyl glycosides in a regio- and stereoselective way, whereas an ethylene glycol-coupled dimer of the former was prepared in a convergent manner. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00570-6

文献信息

• Concise syntheses of β-GlcNAcp-(1→6)-α-Manp-(1→6)-Manp and its dimer, and β-GlcNAcp-(1→2)-α-Manp-(1→6)-Manp
  作者：Zuchao Ma、Jianjun Zhang、Fanzuo Kong

  DOI：10.1016/s0957-4166(03)00570-6

  日期：2003.9

  beta-D-GlcNAcp-(1-->6)-alpha-D-Manp-(1-->6)-D-Manp and beta-D-GlcNAcp-(1-->2)-alpha-D-Manp-(1-->6)-D-Manp were synthesized as their methyl glycosides in a regio- and stereoselective way, whereas an ethylene glycol-coupled dimer of the former was prepared in a convergent manner. (C) 2003 Elsevier Ltd. All rights reserved.