(S)-N-((2R,3R,4S,5S,6S)-4-Benzyloxy-5,6-dimethoxy-2-methyl-tetrahydro-pyran-3-yl)-2,4-dihydroxy-butyramide | 208579-97-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-N-((2R,3R,4S,5S,6S)-4-Benzyloxy-5,6-dimethoxy-2-methyl-tetrahydro-pyran-3-yl)-2,4-dihydroxy-butyramide
• CAS: 208579-97-9
• 化学式: C₁₉H₂₉NO₇
• 分子量: 383.442
• InChiKey: OKCOSMHRKRUBHX-XLEWCYQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.21
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  106.48
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-N-((2R,3R,4S,5S,6S)-4-Benzyloxy-5,6-dimethoxy-2-methyl-tetrahydro-pyran-3-yl)-2,4-dihydroxy-butyramide 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 8.0h， 生成 methyl 3-O-imidazoylthiocarbonyl-4-(2,4-di-O-benzoyl-3-deoxy-L-glycero-tetronamido)-4,6-dideoxy-2-O-methyl-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of Some Analogs of the Methyl α-Glycoside of the Presumed Antigenic Determinant of the O-Specific Polysaccharide ofVibrio choleraeO:1, Serotype Ogawa

  摘要：

  The following analogs of the title determinant, methyl 4,6-dideoxy-4-(3 -deoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, have been prepared: methyl 3,4,6,-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(4-hydroxybutyramido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3,4-dideoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3-deoxy-D-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(2-deoxy-L-glycero-tetronamido)2-O-methyl-alpha-D-mannopyranoside, methyl 4-acetamido-4,6-dideoxy-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3 -deoxy-L-glycero-tetronamido)-2-O-ethyl-alpha-D-mannopyranoside, and methyl 4,6-dideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-propyl-alpha-D-mannopyranoside.

  DOI：

  10.1080/07328309808002896
• 作为产物：
  描述：

  (S)-(-)-α-羟基-γ-丁内酯 、 methyl 4-amino-3-O-benzyl-4,6-dideoxy-2-O-methyl-α-D-mannopyranoside 在 吡啶 作用下， 以73%的产率得到(S)-N-((2R,3R,4S,5S,6S)-4-Benzyloxy-5,6-dimethoxy-2-methyl-tetrahydro-pyran-3-yl)-2,4-dihydroxy-butyramide
  参考文献：
  名称：

  Synthesis of Some Analogs of the Methyl α-Glycoside of the Presumed Antigenic Determinant of the O-Specific Polysaccharide ofVibrio choleraeO:1, Serotype Ogawa

  摘要：

  The following analogs of the title determinant, methyl 4,6-dideoxy-4-(3 -deoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, have been prepared: methyl 3,4,6,-trideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(4-hydroxybutyramido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3,4-dideoxy-L-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3-deoxy-D-glycero-tetronamido)-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(2-deoxy-L-glycero-tetronamido)2-O-methyl-alpha-D-mannopyranoside, methyl 4-acetamido-4,6-dideoxy-2-O-methyl-alpha-D-mannopyranoside, methyl 4,6-dideoxy-4-(3 -deoxy-L-glycero-tetronamido)-2-O-ethyl-alpha-D-mannopyranoside, and methyl 4,6-dideoxy-4-(3-deoxy-L-glycero-tetronamido)-2-O-propyl-alpha-D-mannopyranoside.

  DOI：

  10.1080/07328309808002896