3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate | 412021-79-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate
• CAS: 412021-79-5
• 化学式: C₅₀H₄₆Cl₃N₃O₁₆
• 分子量: 1051.28
• InChiKey: WMXIBCNZKRHFPQ-IJSHSPRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.74
• 重原子数：
  72.0
• 可旋转键数：
  16.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  232.89
• 氢给体数：
  1.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  苯硫酚 、 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate 在 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 116.0h， 以83%的产率得到phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-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 One and two central GlcNAc residues of the chitin backbone have been replaced by Glc units.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：

  三氯乙腈 、 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-D-glucopyranose 在 potassium carbonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 20.0h， 以399 mg的产率得到3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate
  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 One and two central GlcNAc residues of the chitin backbone have been replaced by Glc units.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