1-azido-3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-glucohept-2-ulopyranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-azido-3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-glucohept-2-ulopyranose
• 英文别名: (2S,3R,4S,5R,6R)-2-(azidomethyl)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-ol
• 化学式: C₃₅H₃₇N₃O₆
• 分子量: 595.695
• InChiKey: AOMHJKLUVMHKCA-KJQSSVQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  44
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-azido-3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-glucohept-2-ulopyranose 、 溶剂黄146 在 palladium 10% on activated carbon 、 氢气 作用下， 以 水 为溶剂， 反应 48.0h， 以93%的产率得到1-amino-1-deoxy-α-D-glucohept-2-ulopyranose hydroacetate
  参考文献：
  名称：

  Expedient and Versatile Formation of Novel Amino-deoxy-ketoheptuloses

  摘要：

  Novel monoketoheptuloses have been synthesized employing an amination step in a pre- and/or post-C1 chain elongation using a Petasis reagent by starting from aldohexoses or aldohexosamines. A series of gluco and manno configured 1-/3-deoxy-1-/3-amino-ketohept-2-uloses could be obtained.

  DOI：

  10.1021/ol4021699
• 作为产物：
  描述：

  3,4,5,7-tetra-O-benzyl-α-D-gluco-hept-2-ulopyranose 在 吡啶 、 叠氮化四丁基铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 49.0h， 生成 1-azido-3,4,5,7-tetra-O-benzyl-1-deoxy-α-D-glucohept-2-ulopyranose
  参考文献：
  名称：

  Expedient and Versatile Formation of Novel Amino-deoxy-ketoheptuloses

  摘要：

  Novel monoketoheptuloses have been synthesized employing an amination step in a pre- and/or post-C1 chain elongation using a Petasis reagent by starting from aldohexoses or aldohexosamines. A series of gluco and manno configured 1-/3-deoxy-1-/3-amino-ketohept-2-uloses could be obtained.

  DOI：

  10.1021/ol4021699

文献信息

• Expedient and Versatile Formation of Novel Amino-deoxy-ketoheptuloses
  作者：Yevgeniy Leshch、Anna Jacobsen、Julian Thimm、Joachim Thiem

  DOI：10.1021/ol4021699

  日期：2013.10.4

  Novel monoketoheptuloses have been synthesized employing an amination step in a pre- and/or post-C1 chain elongation using a Petasis reagent by starting from aldohexoses or aldohexosamines. A series of gluco and manno configured 1-/3-deoxy-1-/3-amino-ketohept-2-uloses could be obtained.