(3S)-3-异丙基-5-甲氧基-3,6-二氢-2(1H)-吡嗪酮 | 204919-82-4

• 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
• 中文名称: (3S)-3-异丙基-5-甲氧基-3,6-二氢-2(1H)-吡嗪酮
• 英文名称: (6S)-6-isopropyl-2-methoxy-5-oxo-3,4,5,6-tetrahydropyrazine
• 英文别名: (5S)-3-methoxy-5-propan-2-yl-2,5-dihydro-1H-pyrazin-6-one
• CAS: 204919-82-4
• 化学式: C₈H₁₄N₂O₂
• 分子量: 170.211
• InChiKey: PZPKIPZINKRHCB-ZETCQYMHSA-N

物化性质

• 沸点：
  322.1±35.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 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：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3S)-3-异丙基-5-甲氧基-3,6-二氢-2(1H)-吡嗪酮 在 盐酸 作用下， 反应 12.0h， 生成 L-缬氨酰-甘氨酸
  参考文献：
  名称：

  Practical synthesis of Schöllkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine

  摘要：

  Practical methodology for the bis-O-methylation of (3S)-isopropyl-piperazine-2,5-dione 4 on a 45 g scale to generate Schollkopf's bis-lactim ether chiral auxiliary (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine 1 has been developed. Monomethylated intermediates 5 and 6 are reported for the first time. The gelling effects of 4 in a range of common solvents are also described. (C) 1998 Elsevier Science Ltd. kll rights reserved.

  DOI：

  10.1016/s0957-4166(97)00623-x
• 作为产物：
  描述：

  (S)-4-异丙基恶唑-2,5-二酮 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 、 甲苯 为溶剂， 反应 43.0h， 生成 (3S)-3-异丙基-5-甲氧基-3,6-二氢-2(1H)-吡嗪酮
  参考文献：
  名称：

  Practical synthesis of Schöllkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine

  摘要：

  Practical methodology for the bis-O-methylation of (3S)-isopropyl-piperazine-2,5-dione 4 on a 45 g scale to generate Schollkopf's bis-lactim ether chiral auxiliary (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine 1 has been developed. Monomethylated intermediates 5 and 6 are reported for the first time. The gelling effects of 4 in a range of common solvents are also described. (C) 1998 Elsevier Science Ltd. kll rights reserved.

  DOI：

  10.1016/s0957-4166(97)00623-x

文献信息

• Practical synthesis of Schöllkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine
  作者：Steven D. Bull、Stephen G. Davies、William O. Moss

  DOI：10.1016/s0957-4166(97)00623-x

  日期：1998.1

  Practical methodology for the bis-O-methylation of (3S)-isopropyl-piperazine-2,5-dione 4 on a 45 g scale to generate Schollkopf's bis-lactim ether chiral auxiliary (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine 1 has been developed. Monomethylated intermediates 5 and 6 are reported for the first time. The gelling effects of 4 in a range of common solvents are also described. (C) 1998 Elsevier Science Ltd. kll rights reserved.