N-((2S,3R,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-nitrotetrahydro-2H-pyran-2-yl)acetamide | 1312082-17-9

• 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: N-((2S,3R,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-nitrotetrahydro-2H-pyran-2-yl)acetamide
• 英文别名: N-[(2S,3R,4R,5R,6R)-3-nitro-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]acetamide
• CAS: 1312082-17-9
• 化学式: C₂₉H₃₂N₂O₇
• 分子量: 520.582
• InChiKey: NWIYUPGCASJRMC-RQKPWJHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,4,6-三邻苄基半乳醛 、 乙腈 在 silver nitrate 、 乙酰氯 、 水 、 碳酸氢钠 作用下， 反应 12.0h， 以70%的产率得到N-((2S,3R,4R,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-nitrotetrahydro-2H-pyran-2-yl)acetamide
  参考文献：
  名称：

  Acetyl Chloride–Silver Nitrate–Acetonitrile: A Reagent System for the Synthesis of 2-Nitroglycals and 2-Nitro-1-Acetamido Sugars from Glycals

  摘要：

  A new reagent system comprising acetyl chloride, silver nitrate, and acetonitrile has been developed for the synthesis of 2-nitroglycals from the corresponding glycals. Under certain conditions, the formation of 2-nitro-1-acetamido sugars has also been observed. In addition, a few other non-carbohydrate-derived olefins also gave the corrresponding conjugated nitroolefins.

  DOI：

  10.1021/jo200475h

文献信息

• Acetyl Chloride–Silver Nitrate–Acetonitrile: A Reagent System for the Synthesis of 2-Nitroglycals and 2-Nitro-1-Acetamido Sugars from Glycals
  作者：Pavan K. Kancharla、Y. Suman Reddy、Suresh Dharuman、Yashwant D. Vankar

  DOI：10.1021/jo200475h

  日期：2011.7.15

  A new reagent system comprising acetyl chloride, silver nitrate, and acetonitrile has been developed for the synthesis of 2-nitroglycals from the corresponding glycals. Under certain conditions, the formation of 2-nitro-1-acetamido sugars has also been observed. In addition, a few other non-carbohydrate-derived olefins also gave the corrresponding conjugated nitroolefins.