(Z)-2,5-anhydro-1,3-dideoxy-6,7-O-isopropylidene-1-(3-pyridyl)-3-(phenethylamino)-D-glucohept-1-enitol | 1174427-58-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-2,5-anhydro-1,3-dideoxy-6,7-O-isopropylidene-1-(3-pyridyl)-3-(phenethylamino)-D-glucohept-1-enitol
• 英文别名: (2S,3R,4R,5Z)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-(2-phenylethylamino)-5-(pyridin-3-ylmethylidene)oxolan-3-ol
• CAS: 1174427-58-7
• 化学式: C₂₃H₂₈N₂O₄
• 分子量: 396.486
• InChiKey: KLVYWEHADGFXBX-HYPAFCGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  72.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (1S,4R,5S,Z)-2-bromomethylene-4-(2,2-dimethyl-1,3-dioxolan-4-yl)-3,6-dioxabicyclo[3.1.0]hexane 、 二乙基(3-吡啶基)-硼烷 、 2-苯乙胺 在 四(三苯基膦)钯 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以75%的产率得到(Z)-2,5-anhydro-1,3-dideoxy-6,7-O-isopropylidene-1-(3-pyridyl)-3-(phenethylamino)-D-glucohept-1-enitol
  参考文献：
  名称：

  Three-Component Assembly of Amines, Boronic Acids, and a Polyfunctionalized Furanose: A Concise Entry to Furanose-Based Carbohydrate Templates

  摘要：

  A highly functionalyzed furanose derivative, accessible in five steps from D-mannose, comprising a halo-alkenyl allylic-oxirane system, undergoes a palladium catalyzed one-pot, three component, assembly with boronic acids (or alkyl boranes) and amines to give, in a complete regio- and stereocontrolled Manner, a sugar based derivative with two sites of molecular diversity.

  DOI：

  10.1021/jo9012817

文献信息

• Three-Component Assembly of Amines, Boronic Acids, and a Polyfunctionalized Furanose: A Concise Entry to Furanose-Based Carbohydrate Templates
  作者：Ana M. Gómez、Aitor Barrio、Ana Pedregosa、Serafín Valverde、J. Cristóbal López

  DOI：10.1021/jo9012817

  日期：2009.8.21

  A highly functionalyzed furanose derivative, accessible in five steps from D-mannose, comprising a halo-alkenyl allylic-oxirane system, undergoes a palladium catalyzed one-pot, three component, assembly with boronic acids (or alkyl boranes) and amines to give, in a complete regio- and stereocontrolled Manner, a sugar based derivative with two sites of molecular diversity.