3,4,6-tri-O-n-butyryl-2-deoxy-2-trichloracetamido-α-D-glucopyranose | 222425-46-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: 3,4,6-tri-O-n-butyryl-2-deoxy-2-trichloracetamido-α-D-glucopyranose
• CAS: 222425-46-9
• 化学式: C₂₀H₃₀Cl₃NO₉
• 分子量: 534.818
• InChiKey: KACGJXBPBRTWOD-ZRJZNHTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.33
• 重原子数：
  33.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  137.46
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  3,4,6-tri-O-n-butyryl-2-deoxy-2-trichloracetamido-α-D-glucopyranose 在 三氟甲磺酸三甲基硅酯 、 3 Angstroems MS 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 4.5h， 生成 benzyl 2-O-(3,4,6-tri-O-n-butyryl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-5-O-benzyl-3-O-phenoxycarbonyl-α-D-glucofuranosiduronamide
  参考文献：
  名称：

  Acceptor site recognition of transglycosylase inhibitors a β-D-glucopyranosyl-(1→2)-α-D-glucopyranuronamide-derived moenomycin analogue

  摘要：

  The synthesis, the antibiotic and the transglycosylase inibiting properties of a disaccharide analogue of moenomycin A in which the NHAc group of unit E is replaced by a hydroxyl function are described. It can be concluded that this NHAc group is essential for eliciting transglycosylase inhibiting properties, in agreement with a recently established solution structure of moenomycin A. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01181-8
• 作为产物：
  描述：

  1,3,4,6-tetra-O-n-butyryl-2-deoxy-2-trichloracetamido-D-glucopyranose 在 乙酸肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以85%的产率得到3,4,6-tri-O-n-butyryl-2-deoxy-2-trichloracetamido-α-D-glucopyranose
  参考文献：
  名称：

  Acceptor site recognition of transglycosylase inhibitors a β-D-glucopyranosyl-(1→2)-α-D-glucopyranuronamide-derived moenomycin analogue

  摘要：

  The synthesis, the antibiotic and the transglycosylase inibiting properties of a disaccharide analogue of moenomycin A in which the NHAc group of unit E is replaced by a hydroxyl function are described. It can be concluded that this NHAc group is essential for eliciting transglycosylase inhibiting properties, in agreement with a recently established solution structure of moenomycin A. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01181-8