(3S,6R,1'S,1''R)-5-ethoxy-3-(1''-hydroxyethyl)-6-methyl-1-(1'-phenethyl)-3,6-dihydro-1H-pyrazine-2-one | 246036-92-0

• 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: (3S,6R,1'S,1''R)-5-ethoxy-3-(1''-hydroxyethyl)-6-methyl-1-(1'-phenethyl)-3,6-dihydro-1H-pyrazine-2-one
• 英文别名: (2S,5R)-6-ethoxy-2-[(1R)-1-hydroxyethyl]-5-methyl-4-[(1S)-1-phenylethyl]-2,5-dihydropyrazin-3-one
• CAS: 246036-92-0
• 化学式: C₁₇H₂₄N₂O₃
• 分子量: 304.389
• InChiKey: NAISCHAEWGEQMP-JLNYLFASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3S,6R,1'S,1''R)-5-ethoxy-3-(1''-hydroxyethyl)-6-methyl-1-(1'-phenethyl)-3,6-dihydro-1H-pyrazine-2-one 在 盐酸 作用下， 以 丙酮 为溶剂， 反应 2.0h， 生成 (2R,5S,6R,1'S)-5-amino-3-aza-6-hydroxy-2-methyl-4-oxo-3-(1'-phenethyl)-ethylheptanoate hydrochloride
  参考文献：
  名称：

  A new stereoselective approach to β-hydroxy-α-aminoacids and dipeptides

  摘要：

  The chiral synthons 1, 2 and 1' were submitted to aldol condensation to achieve both beta-hydroxy-alpha-aminoacids and dipeptides. The configuration of the new stereogenic centers was assigned on the basis of H-1 NMR spectroscopic data. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00211-6
• 作为产物：
  描述：

  乙醛 、 (6R,1'S)-5-ethoxy-6-methyl-1-(1'-phenethyl)-3,6-dihydro-1H-pyrazine-2-one 在 lithium hexamethyldisilazane 作用下， 生成 (3S,6R,1'S,1''S)-5-ethoxy-3-(1''-hydroxyethyl)-6-methyl-1-(1'-phenethyl)-3,6-dihydro-1H-pyrazine-2-one 、 (3S,6R,1'S,1''R)-5-ethoxy-3-(1''-hydroxyethyl)-6-methyl-1-(1'-phenethyl)-3,6-dihydro-1H-pyrazine-2-one 、 (3R,6R,1'S,1''R)-5-ethoxy-3-(1''-hydroxyethyl)-6-methyl-1-(1'-phenethyl)-3,6-dihydro-1H-pyrazine-2-one
  参考文献：
  名称：

  A new stereoselective approach to β-hydroxy-α-aminoacids and dipeptides

  摘要：

  The chiral synthons 1, 2 and 1' were submitted to aldol condensation to achieve both beta-hydroxy-alpha-aminoacids and dipeptides. The configuration of the new stereogenic centers was assigned on the basis of H-1 NMR spectroscopic data. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00211-6

文献信息

• A new stereoselective approach to β-hydroxy-α-aminoacids and dipeptides
  作者：Pina Di Felice、Gianni Porzi、Sergio Sandri

  DOI：10.1016/s0957-4166(99)00211-6

  日期：1999.6

  The chiral synthons 1, 2 and 1' were submitted to aldol condensation to achieve both beta-hydroxy-alpha-aminoacids and dipeptides. The configuration of the new stereogenic centers was assigned on the basis of H-1 NMR spectroscopic data. (C) 1999 Elsevier Science Ltd. All rights reserved.