(3R,4S)-4-hydroxy-2-oxotetrahydrofuran-3-yl 2-(2-(4-nitrophenyl)hydrazinyl)-2-oxoacetate | 1352877-24-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3R,4S)-4-hydroxy-2-oxotetrahydrofuran-3-yl 2-(2-(4-nitrophenyl)hydrazinyl)-2-oxoacetate
• 英文别名: [(3R,4S)-4-hydroxy-2-oxooxolan-3-yl] 2-[2-(4-nitrophenyl)hydrazinyl]-2-oxoacetate
• CAS: 1352877-24-7
• 化学式: C₁₂H₁₁N₃O₈
• 分子量: 325.235
• InChiKey: GJVXFCNVRYNKLP-DTWKUNHWSA-N

物化性质

• 密度：
  1.63±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  160
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (3R,4S)-4-hydroxy-2-oxotetrahydrofuran-3-yl 2-(2-(4-nitrophenyl)hydrazinyl)-2-oxoacetate 在 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 2.0h， 生成 4-硝基苯肼盐酸盐
  参考文献：
  名称：

  Piecing together the puzzle: understanding a mild, metal free reduction method for the large scale synthesis of hydrazines

  摘要：

  A key intermediate for the synthesis of hydrazines via a mild, metal free reduction of diazonium salts has been isolated and characterized by X-ray analysis. The presence of this intermediate is general, as demonstrated by the preparation of a number of analogues. A discussion of the mechanism and potential benefits of such a process are also described. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.146
• 作为产物：
  描述：

  4-nitrobenzenediazonium tetrafluoroborate 、 维生素 C 以 水 、 乙腈 为溶剂， 反应 0.5h， 生成 (3R,4S)-4-hydroxy-2-oxotetrahydrofuran-3-yl 2-(2-(4-nitrophenyl)hydrazinyl)-2-oxoacetate
  参考文献：
  名称：

  Piecing together the puzzle: understanding a mild, metal free reduction method for the large scale synthesis of hydrazines

  摘要：

  A key intermediate for the synthesis of hydrazines via a mild, metal free reduction of diazonium salts has been isolated and characterized by X-ray analysis. The presence of this intermediate is general, as demonstrated by the preparation of a number of analogues. A discussion of the mechanism and potential benefits of such a process are also described. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.146

文献信息

• Piecing together the puzzle: understanding a mild, metal free reduction method for the large scale synthesis of hydrazines
  作者：Duncan L. Browne、Ian R. Baxendale、Steven V. Ley

  DOI：10.1016/j.tet.2011.09.146

  日期：2011.12

  A key intermediate for the synthesis of hydrazines via a mild, metal free reduction of diazonium salts has been isolated and characterized by X-ray analysis. The presence of this intermediate is general, as demonstrated by the preparation of a number of analogues. A discussion of the mechanism and potential benefits of such a process are also described. (C) 2011 Elsevier Ltd. All rights reserved.