(2S)-3-methyl-2-(2-oxo-1,3-oxazinan-3-yl)butanoic acid | 713543-44-3

• 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: (2S)-3-methyl-2-(2-oxo-1,3-oxazinan-3-yl)butanoic acid
• CAS: 713543-44-3
• 化学式: C₉H₁₅NO₄
• 分子量: 201.222
• InChiKey: SEFZASYBIIBKBY-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[(1S,2S,4S)-4-氨基-2-羟基-5-苯基-1-(苯基甲基)戊基]-2-(2,6-二甲基苯氧基)乙酰胺 、 (2S)-3-methyl-2-(2-oxo-1,3-oxazinan-3-yl)butanoic acid 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 (2S)-N-[(1S,3S,4S)-1-benzyl-4-[[2-(2,6-dimethylphenoxy)acetyl]amino]-3-hydroxy-5-phenyl-pentyl]-3-methyl-2-(2-oxo-1,3-oxazinan-3-yl)butanamide
  参考文献：
  名称：

  Novel lopinavir analogues incorporating heterocyclic replacements of six-member cyclic urea––synthesis and structure–activity relationships

  摘要：

  The HIV protease inhibitor ABT-378 (lopinavir) has a six-member cyclic urea in the P-2 position. A series of analogues in which the six-member cyclic urea is replaced by various heterocycles was synthesized and the structure-activity relationships explored. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.089
• 作为产物：
  描述：

  (S)-2-[3-(tert-Butyl-dimethyl-silanyloxy)-propylamino]-3-methyl-butyric acid benzyl ester 在 palladium on activated charcoal 甲醇 、 三甲基氯硅烷 、 氢气 作用下， 生成 (2S)-3-methyl-2-(2-oxo-1,3-oxazinan-3-yl)butanoic acid
  参考文献：
  名称：

  Novel lopinavir analogues incorporating heterocyclic replacements of six-member cyclic urea––synthesis and structure–activity relationships

  摘要：

  The HIV protease inhibitor ABT-378 (lopinavir) has a six-member cyclic urea in the P-2 position. A series of analogues in which the six-member cyclic urea is replaced by various heterocycles was synthesized and the structure-activity relationships explored. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.089