Ethyl 2-[[2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopyrrolidine-2-carbonyl]amino]acetate | 1219037-36-1

• 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: Ethyl 2-[[2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopyrrolidine-2-carbonyl]amino]acetate
• 英文别名: ethyl 2-[[2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopyrrolidine-2-carbonyl]amino]acetate
• CAS: 1219037-36-1
• 化学式: C₁₅H₂₅N₃O₆
• 分子量: 343.38
• InChiKey: UXXMQYMMLQQHFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[[2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopyrrolidine-2-carbonyl]amino]acetate 在 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 反应 16.0h， 以72%的产率得到2-[[2-Methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopyrrolidine-2-carbonyl]amino]acetic acid
  参考文献：
  名称：

  Proline-like β-turn mimics accessed via Ugi reaction involving monoprotected hydrazines

  摘要：

  A four-center, three-component Ugi-type reaction of a variety of keto acids, Boc- or Cbz-protected hydrazine, and isocyanides offers a simple and high yielding access to cyclic products containing an N-aminolactam unit. The latter are shown to form consistently an intramolecular hydrogen bond leading to a p-turn-like secondary structure. The possibility of integrating such N-aminolactam units (without disruption of the folded structure) into pseudotripeptide fragments is demonstrated. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.141
• 作为产物：
  描述：

  肼基甲酸叔丁酯 、 异氰基乙酸乙酯 、 乙酰丙酸 在 氯化铵 作用下， 以 甲醇 、 水 为溶剂， 反应 24.0h， 以65%的产率得到Ethyl 2-[[2-methyl-1-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopyrrolidine-2-carbonyl]amino]acetate
  参考文献：
  名称：

  Proline-like β-turn mimics accessed via Ugi reaction involving monoprotected hydrazines

  摘要：

  A four-center, three-component Ugi-type reaction of a variety of keto acids, Boc- or Cbz-protected hydrazine, and isocyanides offers a simple and high yielding access to cyclic products containing an N-aminolactam unit. The latter are shown to form consistently an intramolecular hydrogen bond leading to a p-turn-like secondary structure. The possibility of integrating such N-aminolactam units (without disruption of the folded structure) into pseudotripeptide fragments is demonstrated. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.141

文献信息

• Proline-like β-turn mimics accessed via Ugi reaction involving monoprotected hydrazines
  作者：Mikhail Krasavin、Vladislav Parchinsky、Alexei Shumsky、Igor Konstantinov、Anton Vantskul

  DOI：10.1016/j.tetlet.2009.12.141

  日期：2010.3

  A four-center, three-component Ugi-type reaction of a variety of keto acids, Boc- or Cbz-protected hydrazine, and isocyanides offers a simple and high yielding access to cyclic products containing an N-aminolactam unit. The latter are shown to form consistently an intramolecular hydrogen bond leading to a p-turn-like secondary structure. The possibility of integrating such N-aminolactam units (without disruption of the folded structure) into pseudotripeptide fragments is demonstrated. (C) 2010 Elsevier Ltd. All rights reserved.