3-Ethoxycarbonyl-6-isopropyl-piperazin-2,5-dion | 86750-36-9

• 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: 3-Ethoxycarbonyl-6-isopropyl-piperazin-2,5-dion
• CAS: 86750-36-9；86750-42-7
• 化学式: C₁₀H₁₆N₂O₄
• 分子量: 228.248
• InChiKey: SGNFDKNHYXHXIV-PKPIPKONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.81
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  84.5
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  triethyloxonium fluoroborate 、 3-Ethoxycarbonyl-6-isopropyl-piperazin-2,5-dion 以 二氯甲烷 为溶剂， 以88%的产率得到2,5-Bisethoxy-3-ethoxycarbonyl-6-isopropyl-3,6-dihydropyrazin
  参考文献：
  名称：

  Lewis acid- and cationic lithium-mediated diastereoselective aldol-type reaction based on a double chiral recognition manner for the asymmetric synthesis of α-substituted serines

  摘要：

  Diastereoselective aldol-type reaction of ethyl (5R or 5S)-3,6-diethoxy-2,5-dihydro-5-isopropyl-2-pyrazinecarboxylate (5) with chiral aldehyde 7 was investigated by using Sn(OSO2CF3)(2)-N-ethylpiperizine, MgBr2-Et(3)N, n-butyllithium, and lithium diisopropylamide. The mediation mode with Sn(II) between (5R or 5S)-5 and 7 proved to be quite different from that with Mg(II). The two aldol products were converted to the corresponding gamma-lactonic alpha-substituted serines (2S)- and (2R)-10.

  DOI：

  10.1016/0040-4039(95)00725-r
• 作为产物：
  描述：

  2-((S)-2-Amino-3-methyl-butyrylamino)-malonic acid diethyl ester 以 乙醇 为溶剂， 生成 3-Ethoxycarbonyl-6-isopropyl-piperazin-2,5-dion
  参考文献：
  名称：

  Lewis acid- and cationic lithium-mediated diastereoselective aldol-type reaction based on a double chiral recognition manner for the asymmetric synthesis of α-substituted serines

  摘要：

  Diastereoselective aldol-type reaction of ethyl (5R or 5S)-3,6-diethoxy-2,5-dihydro-5-isopropyl-2-pyrazinecarboxylate (5) with chiral aldehyde 7 was investigated by using Sn(OSO2CF3)(2)-N-ethylpiperizine, MgBr2-Et(3)N, n-butyllithium, and lithium diisopropylamide. The mediation mode with Sn(II) between (5R or 5S)-5 and 7 proved to be quite different from that with Mg(II). The two aldol products were converted to the corresponding gamma-lactonic alpha-substituted serines (2S)- and (2R)-10.

  DOI：

  10.1016/0040-4039(95)00725-r

文献信息

• 6-Alkyl-2,5-bisethoxy-3-ethoxycarbonyl-3,6-dihydropyrazine aus Piperazin-2,5-dionen 6-Alkyl-2,5-bisethoxy-3-ethoxycarbonyl-3,6-dihydropyrazines from Piperazine-2,5-diones
  作者：Peter Pachaly、H.-Josef Pelzer

  DOI：10.1002/ardp.19833160716

  日期：——