N-{(2R,3R,4R,5S,6R)-2-Allyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-[(2S,3S,4R,5R,6S)-3,4,5-tris-(4-chloro-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl}-acetamide | 197087-18-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-{(2R,3R,4R,5S,6R)-2-Allyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-[(2S,3S,4R,5R,6S)-3,4,5-tris-(4-chloro-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl}-acetamide
• CAS: 197087-18-6
• 化学式: C₅₁H₆₀Cl₃NO₁₅
• 分子量: 1033.39
• InChiKey: JRJJJFHZUMAXNZ-OZSKSMJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.67
• 重原子数：
  70.0
• 可旋转键数：
  22.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  202.32
• 氢给体数：
  5.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  N-{(2R,3R,4R,5S,6R)-2-Allyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-[(2S,3S,4R,5R,6S)-3,4,5-tris-(4-chloro-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl}-acetamide 在 palladium dihydroxide 氢气 作用下， 以 甲醇 、 水 为溶剂， 以90%的产率得到N-[(2R,3R,4R,5S,6R)-6-Hydroxymethyl-2-propoxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
  参考文献：
  名称：

  Para-chlorobenzyl protecting groups as stabilizers of the glycosidic linkage: Synthesis of the 3′-O-sulfated Lewis x trisaccharide

  摘要：

  The 3'-0-sulfated trisaccharide Lewis x (1) and unsulfated Lewis x (2) have been synthesized using a mute that highlights a more facile regioselective benzylidene ring-opening procedure and the employment of chlorobenzyl groups as a way of strengthening the acid-labile alpha-fucose linkage. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01670-5
• 作为产物：
  描述：

  在 甲醇 、 sodium methylate 作用下， 生成 N-{(2R,3R,4R,5S,6R)-2-Allyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-[(2S,3S,4R,5R,6S)-3,4,5-tris-(4-chloro-benzyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl}-acetamide
  参考文献：
  名称：

  Para-chlorobenzyl protecting groups as stabilizers of the glycosidic linkage: Synthesis of the 3′-O-sulfated Lewis x trisaccharide

  摘要：

  The 3'-0-sulfated trisaccharide Lewis x (1) and unsulfated Lewis x (2) have been synthesized using a mute that highlights a more facile regioselective benzylidene ring-opening procedure and the employment of chlorobenzyl groups as a way of strengthening the acid-labile alpha-fucose linkage. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01670-5