2-(2-Oxo-2-pyrrolidin-1-yl-ethylamino)-1-pyrrolidin-1-yl-ethanone | 111605-86-8

• 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: 2-(2-Oxo-2-pyrrolidin-1-yl-ethylamino)-1-pyrrolidin-1-yl-ethanone
• 英文别名: 2-[(2-Oxo-2-pyrrolidin-1-ylethyl)amino]-1-pyrrolidin-1-ylethanone
• CAS: 111605-86-8
• 化学式: C₁₂H₂₁N₃O₂
• mdl: MFCD27063253
• 分子量: 239.318
• InChiKey: DVHFNXCDYZUUGA-UHFFFAOYSA-N

物化性质

• 沸点：
  447.3±30.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-Oxo-2-pyrrolidin-1-yl-ethylamino)-1-pyrrolidin-1-yl-ethanone 在 lithium aluminium tetrahydride 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 29.0h， 生成 2-<amino>methyl>-6-formyl-4-methylphenol
  参考文献：
  名称：

  A New Method for the Synthesis of Nonsymmetric Dinucleating Ligands by Aminomethylation of Phenols and Salicylaldehydes

  摘要：

  Monoaminomethylated phenols 5-7 and symmetrically diaminomethylated phenols 8 and 9 were prepared in a one-step procedure-from p-cresol, formaldehyde, and a variety of secondary amines by making use of the aromatic Mannich reaction. Nonsymmetric diaminomethylated phenols 10 and 11 were prepared by a sequential aromatic Mannich reaction using p-cresol, formaldehyde, and two different secondary amines. Alternatively, nonsymmetric diaminomethylated phenols 20-24 were prepared by aminomethylation of 5-methylsalicylaldehyde followed by Ca) condensation with a primary amine and subsequent reduction or (b) reductive amination with a secondary amine. Monoami-nomethylated and (non)symmetric diaminomethylated phenols are excellent ligands for the synthesis of mono- and dinuclear transition metal complexes as is illustrated by the isolation of mononuclear iron(III) complex 25 and nonsymmetric dinuclear copper(II) complex 26.

  DOI：

  10.1021/jo00087a046
• 作为产物：
  描述：

  四氢吡咯 、 dimethyl iminodiacetate hydrochloride 以 甲醇 为溶剂， 反应 48.0h， 生成 2-(2-Oxo-2-pyrrolidin-1-yl-ethylamino)-1-pyrrolidin-1-yl-ethanone
  参考文献：
  名称：

  A New Method for the Synthesis of Nonsymmetric Dinucleating Ligands by Aminomethylation of Phenols and Salicylaldehydes

  摘要：

  Monoaminomethylated phenols 5-7 and symmetrically diaminomethylated phenols 8 and 9 were prepared in a one-step procedure-from p-cresol, formaldehyde, and a variety of secondary amines by making use of the aromatic Mannich reaction. Nonsymmetric diaminomethylated phenols 10 and 11 were prepared by a sequential aromatic Mannich reaction using p-cresol, formaldehyde, and two different secondary amines. Alternatively, nonsymmetric diaminomethylated phenols 20-24 were prepared by aminomethylation of 5-methylsalicylaldehyde followed by Ca) condensation with a primary amine and subsequent reduction or (b) reductive amination with a secondary amine. Monoami-nomethylated and (non)symmetric diaminomethylated phenols are excellent ligands for the synthesis of mono- and dinuclear transition metal complexes as is illustrated by the isolation of mononuclear iron(III) complex 25 and nonsymmetric dinuclear copper(II) complex 26.

  DOI：

  10.1021/jo00087a046

文献信息

• 6-(1-Carbamoyl-1-hydroxymethyl)penicillanic-acid derivatives
  申请人：PFIZER INC.

  公开号：EP0220939A1

  公开（公告）日：1987-05-06

  6-(1-Carbamoyl-1-hydroxymethyl)penicillanic acid derivatives of the formula: wherein n is 0, 1 or 2; R is hydrogen, a radical group forming an ester hydrolyzable under physiological conditions, or an acyloxymethyl or 1-(acyloxy)ethyl radical derived from a conventional beta-lactam antibiotic; and R1 and R2 are taken separately and are each independently for example, hydrogen, (C1-C4)alkyl, (C5-C6)cycloalkyl, phenyl benzyl or one of said groups substituted by methyl, hydroxy, (Cl-C2)alkoxy, -COOR3, or -CONR3R4; or R1 and RZ are taken together with the nitrogen to which they are attached to form for example, a pyrrolidine, piperidine, perhydroazepine, morpholine 4-[formyl, (C1-C4)alkyl, phenyl benzyl, pyridyl or 2-hydroxyethyl]piperazine, indoline, isoindoline, 1,2,3,4-tetrahydroquinoline or 1,2,3,4-tetrahydroisoquinoline ring system, or one af said ring systems substituted by methyl, hydroxy, hydroxymethyl, carboxy, carbamoyl, -COOR3 or -CONR3R4. The compounds are useful as antibacterial agents and/or betalactamase inhibitors.

  式中的 6-(1-氨基甲酰基-1-羟甲基)青霉烷酸衍生物： 其中 n 是 0、1 或 2； R 是氢、在生理条件下可水解的形成酯的基团、或来自传统 beta-内酰胺类抗生素的酰氧基甲基或 1-（酰氧基）乙基；以及 R1 和 R2 分别独立地为氢、(C1-C4)烷基、(C5-C6)环烷基、苯基苄基或被甲基、羟基、(Cl-C2)烷氧基、-COOR3 或-CONR3R4 取代的上述基团之一；或 R1 和 RZ 与它们所连接的氮一起形成例如吡咯烷、哌啶、过氢氮杂卓、吗啉 4-[甲酰基、(C1-C4)烷基、苯基苄基、吡啶基或 2-羟乙基]哌嗪、吲哚啉、异吲哚啉、1,2,3,4-四氢喹啉或 1,2,3,4-四氢异喹啉环系，或其中一个被甲基、羟基、羟甲基、羧基、氨基甲酰基、-COOR3 或 -CONR3R4 取代的环系。 这些化合物可用作抗菌剂和/或β-内酰胺酶抑制剂。
• BARTH, WAYNE E.
  作者：BARTH, WAYNE E.

  DOI：——

  日期：——
• IRAK INHIBITORS AND USES THEREOF
  申请人：Nimbus Iris, Inc.

  公开号：EP2663312B1

  公开（公告）日：2017-10-11
• US4797394A
  申请人：——

  公开号：US4797394A

  公开（公告）日：1989-01-10
• US4868296A
  申请人：——

  公开号：US4868296A

  公开（公告）日：1989-09-19