N-((2S,3R,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(2-cyanoethyl)-2-(prop-2-ynyl-oxy)tetrahydro-2H-pyran-3-yl)-acetamide | 1257640-16-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-((2S,3R,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(2-cyanoethyl)-2-(prop-2-ynyl-oxy)tetrahydro-2H-pyran-3-yl)-acetamide
• 英文别名: N-[(2S,3R,4R,5R,6R)-3-(2-cyanoethyl)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-2-prop-2-ynoxyoxan-3-yl]acetamide
• CAS: 1257640-16-6
• 化学式: C₃₅H₃₈N₂O₆
• 分子量: 582.697
• InChiKey: KLNMCOQLPGPMOO-CZBYKCICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  43
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  99
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-((2S,3R,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-nitro-2-(prop-2-ynyloxy)tetrahydro-2H-pyran-3-yl)propanenitrile 在 盐酸 、 溶剂黄146 、 三乙胺 、 锌 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.5h， 生成 N-((2S,3R,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(2-cyanoethyl)-2-(prop-2-ynyl-oxy)tetrahydro-2H-pyran-3-yl)-acetamide
  参考文献：
  名称：

  Chemistry of 2-Nitroglycals: A One-Pot Three-Component Stereoselective Approach toward 2-C-Branched O-Galactosides

  摘要：

  A convenient one-pot three-component approach for the synthesis of 2-C-branched O-glycosides has been developed from 2-nitroglycals. These 2-C-branched sugars have been shown to be precursors for a variety of biologically and synthetically relevant molecules.

  DOI：

  10.1021/jo101735u

文献信息

• Chemistry of 2-Nitroglycals: A One-Pot Three-Component Stereoselective Approach toward 2-<i>C</i>-Branched <i>O</i>-Galactosides
  作者：Pavan K. Kancharla、Yashwant D. Vankar

  DOI：10.1021/jo101735u

  日期：2010.12.17

  A convenient one-pot three-component approach for the synthesis of 2-C-branched O-glycosides has been developed from 2-nitroglycals. These 2-C-branched sugars have been shown to be precursors for a variety of biologically and synthetically relevant molecules.