(4S)-3,4-dimethyl-4-propyl-1H-pyrazol-5-one | 1133153-37-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: (4S)-3,4-dimethyl-4-propyl-1H-pyrazol-5-one
• CAS: 1133153-37-3
• 化学式: C₈H₁₄N₂O
• 分子量: 154.212
• InChiKey: QUTJLKWRRKFEHV-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  [(2S,3R,4R,5R,6R)-4,5-bis[[tert-butyl(dimethyl)silyl]oxy]-2-methoxy-6-methyloxan-3-yl] (2S)-2-acetyl-2-methylpentanoate 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 (4S)-3,4-dimethyl-4-propyl-1H-pyrazol-5-one 、 (2S,3R,4R,5R,6R)-4,5-bis[[tert-butyl(dimethyl)silyl]oxy]-2-methoxy-6-methyloxan-3-ol
  参考文献：
  名称：

  Stereoselective α-alkylation of methyl 6-deoxy-3,4-di-O-(tert-butyldimethylsilyl)-2-O-(2-methyl-3-oxobutanoyl)-α-d-glucopyranoside

  摘要：

  Allylation and benzylation at the alpha-carbon of alpha-methylated acetoacetyl (2-methyl-3-oxobutanoyl) group incorporated into the 2-OH of methyl 6-deoxy-3,4-O-(tert-butyldimethylsilyl)-alpha-D-glucopyranoside provided the respective alpha,alpha-differentially alkylated acetoacetyl derivatives, both with high diastereoselectivity. Thus-obtained doubly alkylated products possess an all-carbon quaternary stereogenic center with an absolute stereochemistry opposite to that introduced by using the 4-O-acetoacetyl regioisomer as the alkylation substrate. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.091