1C-(1-methyl-1H-pyrazol-4-yl)-D-threitol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1C-(1-methyl-1H-pyrazol-4-yl)-D-threitol
• 英文别名: (1R,2R,3R)-1-(1-Methyl-1H-pyrazol-4-yl)butane-1,2,3,4-tetraol；(1R,2R,3R)-1-(1-methylpyrazol-4-yl)butane-1,2,3,4-tetrol
• 化学式: C₈H₁₄N₂O₄
• 分子量: 202.21
• InChiKey: KFUKMKKKBBNUCT-PRJMDXOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  98.7
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 15.17h， 生成 1C-(1-methyl-1H-pyrazol-4-yl)-D-threitol
  参考文献：
  名称：

  Synthesis of Substituted 1‐\C\‐Phenyl‐D‐Tetritols and 1‐C‐(1H‐Pyrazol‐4‐yl)‐D‐tetritols by Ring Transformation of 2‐Formylglycals

  摘要：

  2-Formylglycals 1a,b reacted with dialkyl 3-oxoglutarates in the presence of base to furnish the 5-[(1R,2R(S),3R)-1,2,4-tris(benzyloxy)-3-hydroxy-butyl]-2-hydroxy-isophthalic acid dialkyl esters 2a-d. Treatment of la,b with hydrazine derivatives afforded the substituted 1,2,4-tri-O-benzyl-1C-(1H-pyrazol-4-yl)-D-tetritols 5a-d. Deprotection of 5a,b was achieved with Pd/H-2 to yield the 1C-(1-methyl-1H-pyrazol-4-yl)-D-tetritols 6a,b.

  DOI：

  10.1081/car-200035732

文献信息

• Synthesis of Substituted 1‐<i>\C\</i>‐Phenyl‐<scp>D</scp>‐Tetritols and 1‐<i>C</i>‐(1<i>H</i>‐Pyrazol‐4‐yl)‐<scp>D</scp>‐tetritols by Ring Transformation of 2‐Formylglycals
  作者：Alina Montero、Manfred Michalik、Holger Feist、Helmut Reinke、Ivo Rudloff、Klaus Peseke

  DOI：10.1081/car-200035732

  日期：2004.12.27

  2-Formylglycals 1a,b reacted with dialkyl 3-oxoglutarates in the presence of base to furnish the 5-[(1R,2R(S),3R)-1,2,4-tris(benzyloxy)-3-hydroxy-butyl]-2-hydroxy-isophthalic acid dialkyl esters 2a-d. Treatment of la,b with hydrazine derivatives afforded the substituted 1,2,4-tri-O-benzyl-1C-(1H-pyrazol-4-yl)-D-tetritols 5a-d. Deprotection of 5a,b was achieved with Pd/H-2 to yield the 1C-(1-methyl-1H-pyrazol-4-yl)-D-tetritols 6a,b.