4,4'-diamino-4,4'-dideoxy-2,2',3,3',6,6'-hexa-O-benzyl-α-D-trehalose | 441052-30-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4'-diamino-4,4'-dideoxy-2,2',3,3',6,6'-hexa-O-benzyl-α-D-trehalose
• 英文别名: (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-5-amino-3,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-4,5-bis(phenylmethoxy)-2-(phenylmethoxymethyl)oxan-3-amine
• CAS: 441052-30-8
• 化学式: C₅₄H₆₀N₂O₉
• 分子量: 881.078
• InChiKey: HQSDUHUZMFKISI-MKHYSDGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  65
• 可旋转键数：
  22
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  溶剂黄146 、 4,4'-diamino-4,4'-dideoxy-2,2',3,3',6,6'-hexa-O-benzyl-α-D-trehalose 在 palladium dihydroxide 氢气 作用下， 以 水 为溶剂， 反应 24.0h， 生成 4-amino-4-deoxy-α-D-galactopyranosyl-[1->1]-4-amino-4-deoxy-α-D-galactopyranoside diacetate salt
  参考文献：
  名称：

  Convenient Divergent Synthesis of a Library of Trehalosamine Analogues

  摘要：

  A library of seven trehalosamine analogues with various natural and non-natural binding motifs was synthesized through an expedient divergent synthetic approach, The final products were prepared in sufficient quantities and purities for different types of assay against various pathogens. Several stereo- and regioselective reactions on the trehalose scaffold were developed for rapid synthesis of all of the designed compounds.

  DOI：

  10.1021/ol026095m
• 作为产物：
  描述：

  2,3,6-tri-O-benzyl-4-O-trifluoromethylsulfonyl-α-D-glucopyranosyl 2,3,6-tri-O-benzyl-4-O-trifluoromethylsulfonyl-α-D-glucopyranoside 在 sodium hydroxide 、 sodium azide 、 三甲基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 4,4'-diamino-4,4'-dideoxy-2,2',3,3',6,6'-hexa-O-benzyl-α-D-trehalose
  参考文献：
  名称：

  Convenient Divergent Synthesis of a Library of Trehalosamine Analogues

  摘要：

  A library of seven trehalosamine analogues with various natural and non-natural binding motifs was synthesized through an expedient divergent synthetic approach, The final products were prepared in sufficient quantities and purities for different types of assay against various pathogens. Several stereo- and regioselective reactions on the trehalose scaffold were developed for rapid synthesis of all of the designed compounds.

  DOI：

  10.1021/ol026095m