methyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside | 618106-82-4

• 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: methyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside
• 英文别名: Bz(-3)[Bz(-4)][Bz(-6)]Man(a1-6)[Bz(-2)][Bz(-3)][Bz(-4)]a-Man1Me；[(2R,3R,4R,5S,6S)-3,4-dibenzoyloxy-5-hydroxy-6-[[(2R,3R,4S,5S,6S)-3,4,5-tribenzoyloxy-6-methoxyoxan-2-yl]methoxy]oxan-2-yl]methyl benzoate
• CAS: 618106-82-4
• 化学式: C₅₅H₄₈O₁₇
• 分子量: 980.976
• InChiKey: QYMXUMDQAKUMKL-FKSFPMHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  72
• 可旋转键数：
  23
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  215
• 氢给体数：
  1
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-O-trichloroacetimidate 、 methyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside 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66.6%的产率得到methyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->2)-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside
  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 、 乙酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 methyl 3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside
  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.