p-methoxyphenyl 2,3-di-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside | 412021-83-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-methoxyphenyl 2,3-di-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
• CAS: 412021-83-1
• 化学式: C₅₅H₅₅NO₁₃
• 分子量: 938.041
• InChiKey: CZQKHKINHWPHHB-SXPMXRAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  69.0
• 可旋转键数：
  20.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  160.91
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  溴甲苯 、 p-methoxyphenyl 2,3-di-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 在 3 A molecular sieve 、 四丁基溴化铵 、 二正丁基氧化锡 作用下， 以 乙腈 为溶剂， 反应 72.0h， 以89%的产率得到p-methoxyphenyl 2,3,6-tri-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis and biological evaluation of oligosaccharides related to the molecule signals in plant defence and the Rhizobium-legume symbiosis

  摘要：

  The synthesis of tetrasaccharides related to the chitinoligosaccharides involved in plant defence and Rhizobium-legume symbiosis is reported. One and two central GlcNAc residues of the chitin backbone have been replaced by Glc units. A biological evaluation using Catharanthus roseaus assay indicates that the replacement of the two central units produces a total loss of activity. However, the replacement of the GlcNAc moiety close to the reducing end by Glc in the chitin tetramer, does not reduce its activity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01148-6
• 作为产物：
  描述：

  p-methoxyphenyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 在 对甲苯磺酸 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 以82%的产率得到p-methoxyphenyl 2,3-di-O-benzyl-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis and biological evaluation of oligosaccharides related to the molecule signals in plant defence and the Rhizobium-legume symbiosis

  摘要：

  The synthesis of tetrasaccharides related to the chitinoligosaccharides involved in plant defence and Rhizobium-legume symbiosis is reported. One and two central GlcNAc residues of the chitin backbone have been replaced by Glc units. A biological evaluation using Catharanthus roseaus assay indicates that the replacement of the two central units produces a total loss of activity. However, the replacement of the GlcNAc moiety close to the reducing end by Glc in the chitin tetramer, does not reduce its activity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01148-6