4-(3-氨基-1-甲氧基丙基)-1,3-二氢-2H-咪唑-2-酮 | 308103-74-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-(3-氨基-1-甲氧基丙基)-1,3-二氢-2H-咪唑-2-酮
• 中文别名: 乙二酮,(2,4-二羟基苯基)苯基-
• 英文名称: 4-(3-amino-1-methoxypropyl)-1,3-dihydro-2-imidazolone
• 英文别名: 4-(3-Amino-1-methoxypropyl)-1H-imidazol-2(3H)-one；4-(3-amino-1-methoxypropyl)-1,3-dihydroimidazol-2-one
• CAS: 308103-74-4
• 化学式: C₇H₁₃N₃O₂
• 分子量: 171.199
• InChiKey: PQJLIGQWCUNHDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  76.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(3-氨基-1-甲氧基丙基)-1,3-二氢-2H-咪唑-2-酮 在 palladium on activated charcoal 氢气 、 溴 、 sodium acetate 、 溶剂黄146 、 三氟乙酸 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 4-(2,4-dioxoimidazolidin-5-yl)-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]azepin-8-one
  参考文献：
  名称：

  Synthesis of Axinohydantoins

  摘要：

  A short synthesis of the hydantoin-containing marine sponge metabolites axinohydantoins is described. A key feature of the synthesis is a putative biomimetic, intramolecular cyclization of alpha-functionalized imidazolone 5, which affords the tricyclic pyrroloazepinone framework comprising 6. In addition, the conversion of imidazolones to alpha,beta-unsaturated hydantoins is outlined and represents a new approach to these heterocyclic systems.

  DOI：

  10.1021/jo020063v
• 作为产物：
  描述：

  L-鸟氨酸甲酯单盐酸盐 在 sodium hydroxide 、 sodium amalgam 、 N-氯代丁二酰亚胺 作用下， 以 水 为溶剂， 反应 5.0h， 生成 4-(3-氨基-1-甲氧基丙基)-1,3-二氢-2H-咪唑-2-酮
  参考文献：
  名称：

  Synthesis of Axinohydantoins

  摘要：

  A short synthesis of the hydantoin-containing marine sponge metabolites axinohydantoins is described. A key feature of the synthesis is a putative biomimetic, intramolecular cyclization of alpha-functionalized imidazolone 5, which affords the tricyclic pyrroloazepinone framework comprising 6. In addition, the conversion of imidazolones to alpha,beta-unsaturated hydantoins is outlined and represents a new approach to these heterocyclic systems.

  DOI：

  10.1021/jo020063v

文献信息

• Synthesis of Slagenins A, B, and C
  作者：Ana Carolina Barrios Sosa、Kenichi Yakushijin、David A. Horne

  DOI：10.1021/ol000233v

  日期：2000.11.1

  [structure: see text] A short synthesis of the marine sponge metabolites slagenins A (1), B (2), and C (3) is described. The synthetic route features the preparation of beta-hydroxyimidazolone 4 from ornithine and its subsequent oxidative cyclization to the slagenin core.
• Synthesis of Axinohydantoins
  作者：Ana Carolina Barrios Sosa、Kenichi Yakushijin、David A. Horne

  DOI：10.1021/jo020063v

  日期：2002.6.1

  A short synthesis of the hydantoin-containing marine sponge metabolites axinohydantoins is described. A key feature of the synthesis is a putative biomimetic, intramolecular cyclization of alpha-functionalized imidazolone 5, which affords the tricyclic pyrroloazepinone framework comprising 6. In addition, the conversion of imidazolones to alpha,beta-unsaturated hydantoins is outlined and represents a new approach to these heterocyclic systems.