benzyl 2,3,4-tri-O-benzyl-6-O-(6-O-(2,3,4-tri-O-benzyl-α-dmannopyranosyl)-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside | 1096120-19-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 2,3,4-tri-O-benzyl-6-O-(6-O-(2,3,4-tri-O-benzyl-α-dmannopyranosyl)-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside
• 英文别名: Bn(-2)[Bn(-3)][Bn(-4)]Man(a1-6)[Bn(-2)][Bn(-3)][Bn(-4)]Man(a1-6)[Bn(-2)][Bn(-3)][Bn(-4)]Man(a)-O-Bn；[(2R,3R,4S,5S,6S)-3,4,5-tris(phenylmethoxy)-6-[[(2R,3R,4S,5S,6S)-3,4,5-tris(phenylmethoxy)-6-[[(2R,3R,4S,5S,6S)-3,4,5,6-tetrakis(phenylmethoxy)oxan-2-yl]methoxy]oxan-2-yl]methoxy]oxan-2-yl]methanol
• CAS: 1096120-19-2
• 化学式: C₈₈H₉₂O₁₆
• 分子量: 1405.69
• InChiKey: IRSKISUVHUCMCW-VNOLEYQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.9
• 重原子数：
  104
• 可旋转键数：
  37
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  159
• 氢给体数：
  1
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  benzyl 2,3,4-tri-O-benzyl-6-O-(6-O-(2,3,4-tri-O-benzyl-α-dmannopyranosyl)-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside 在 palladium on activated charcoal 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 以99%的产率得到6-O-(6-O-(α-D-mannopyranosyl)-α-D-mannopyranosyl)-D-mannopyranose
  参考文献：
  名称：

  Sonication-Assisted Oligomannoside Synthesis

  摘要：

  We have investigated the use of sonication for the synthesis of oligomannosides. A convenient sonication-mediated glycosylation protocol that is applicable to traditional glycosylation methods has been developed. This protocol can be applicable for activating glycosyl donors that are known to have low reactivity which enable the synthesis of oligomannosides of particular biological interest with the same efficiency.

  DOI：

  10.1021/jo8019835
• 作为产物：
  描述：

  benzyl 6-O-(6-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 在 甲醇 、 sodium methylate 、 Amberlite IR-120 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 1.0h， 以70%的产率得到benzyl 2,3,4-tri-O-benzyl-6-O-(6-O-(2,3,4-tri-O-benzyl-α-dmannopyranosyl)-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside
  参考文献：
  名称：

  Sonication-Assisted Oligomannoside Synthesis

  摘要：

  We have investigated the use of sonication for the synthesis of oligomannosides. A convenient sonication-mediated glycosylation protocol that is applicable to traditional glycosylation methods has been developed. This protocol can be applicable for activating glycosyl donors that are known to have low reactivity which enable the synthesis of oligomannosides of particular biological interest with the same efficiency.

  DOI：

  10.1021/jo8019835

文献信息

• Sonication-Assisted Oligomannoside Synthesis
  作者：Christabel T. Tanifum、Cheng-Wei T. Chang

  DOI：10.1021/jo8019835

  日期：2009.1.16

  We have investigated the use of sonication for the synthesis of oligomannosides. A convenient sonication-mediated glycosylation protocol that is applicable to traditional glycosylation methods has been developed. This protocol can be applicable for activating glycosyl donors that are known to have low reactivity which enable the synthesis of oligomannosides of particular biological interest with the same efficiency.