4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside | 865280-80-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside
• CAS: 865280-80-4
• 化学式: C₃₆H₃₇NO₁₀
• 分子量: 643.69
• InChiKey: FRYJPGALEDXVKB-WCRLZULNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  47.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  135.82
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside 在 2,6-二甲基吡啶 、 氢氧化钾 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 9.0h， 生成 4-carboxy-2-nitrobenzyl 3,4,6-tri-O-benzyl-2-O-tert-butyldimethylsilyl-α-D-mannopyranoside
  参考文献：
  名称：

  Oligosaccharide synthesis on a soluble, hyperbranched polymer support via thioglycoside activation

  摘要：

  The synthesis of linear and branched di-, tri- and tetramannosides on a commercially available hyperbranched polyester as a soluble, high loading support is described. Gil/cosylation products were isolated in 26-63% yield as mixtures of anomers after total hydrolytic degradation of the polymer. All polymer-bound intermediates were purified through simple extraction or precipitation. Solution phase NMR and MALDI-TOF were used to monitor the progress of the reaction directly on the hyperbranched polymer support. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.101
• 作为产物：
  描述：

  4-methoxycarbonyl-2-nitrobenzyl 2-O-acetyl-3,4,6-tri-O-benzyl-D-mannopyranoside 在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.75h， 以70%的产率得到4-methoxycarbonyl-2-nitrobenzyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside
  参考文献：
  名称：

  Oligosaccharide synthesis on a soluble, hyperbranched polymer support via thioglycoside activation

  摘要：

  The synthesis of linear and branched di-, tri- and tetramannosides on a commercially available hyperbranched polyester as a soluble, high loading support is described. Gil/cosylation products were isolated in 26-63% yield as mixtures of anomers after total hydrolytic degradation of the polymer. All polymer-bound intermediates were purified through simple extraction or precipitation. Solution phase NMR and MALDI-TOF were used to monitor the progress of the reaction directly on the hyperbranched polymer support. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.101