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1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one

中文名称
——
中文别名
——
英文名称
1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one
英文别名
1-[(S)-2-hydroxy-3-(4-phenyl-piperazin-1-yl)-propyl]-pyrrolidin-2-one;1-[2-hydroxy-3-(4-phenylpiperazin-1-yl)-propyl]-pyrrolidin-2-one;MG-1(S);1-[(2S)-2-hydroxy-3-(4-phenylpiperazin-1-yl)propyl]pyrrolidin-2-one
1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one化学式
CAS
——
化学式
C17H25N3O2
mdl
——
分子量
303.404
InChiKey
AFBKGQPVUQUMRC-INIZCTEOSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    0.8
  • 重原子数:
    22
  • 可旋转键数:
    5
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.59
  • 拓扑面积:
    47
  • 氢给体数:
    1
  • 氢受体数:
    4

反应信息

  • 作为产物:
    描述:
    1-(2-环氧乙烷基甲基)-2-吡咯烷酮 在 (R, R)-(salen)Co(II) 、 溶剂黄146 作用下, 以 甲醇 为溶剂, 反应 59.0h, 生成 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one
    参考文献:
    名称:
    Stereocontrolled synthesis of the enantiomers of 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one
    摘要:
    The asymmetric synthesis of 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one 1 is described. Enantiomers of compound I were obtained using the Sharpless asymmetric dihydroxylation (AD) or hydrolytic kinetic resolution (HKR) methods. The enantiomers of compound 1. which were obtained by HKR had higher enantiomeric excesses than those which were synthesized by AD and epoxidation. The enantiomeric purity of the synthesized compounds was determinated by capillary electrophoresis. (C) 2001 Elsevier Science Ltd. All rights reserved.
    DOI:
    10.1016/s0957-4166(01)00390-1
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文献信息

  • Application of cyclic sulfates in the synthesis of enantiomers of 1-[3-(4-aryl-piperazin-1-yl)-2-hydroxy-propyl]-pyrrolidin-2-one
    作者:Katarzyna Kulig、Agnieszka Boba、Anna Bielejewska、Magdalena Gorska、Barbara Malawska
    DOI:10.1016/j.tetasy.2009.01.029
    日期:2009.2
    The synthesis of enantiomers of 1-[3-(4-aryl-piperazin-1-yl)-2-hydroxy-propyl]-pyrrolidin-2-one derivatives is described. These enantiomers; were synthesized starting from (R)- or (S)-1-chloro-2,3-dihydroxypropane using relevant cyclic sulfates as chiral intermediates. The enantiomeric purities of the final compounds were in the range of 99.3-100.0%, as determined by high performance liquid chromatography. The final compounds were found to display moderate potency as ligands for alpha(1)-adrenoreceptors. (C) 2009 Elsevier Ltd. All rights reserved.
  • Stereocontrolled synthesis of the enantiomers of 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one
    作者:Katarzyna Kulig、Ulrike Holzgrabe、Barbara Malawska
    DOI:10.1016/s0957-4166(01)00390-1
    日期:2001.10
    The asymmetric synthesis of 1-[2-hydroxy-3-(4-phenyl-1-piperazinyl)-propyl]-pyrrolidin-2-one 1 is described. Enantiomers of compound I were obtained using the Sharpless asymmetric dihydroxylation (AD) or hydrolytic kinetic resolution (HKR) methods. The enantiomers of compound 1. which were obtained by HKR had higher enantiomeric excesses than those which were synthesized by AD and epoxidation. The enantiomeric purity of the synthesized compounds was determinated by capillary electrophoresis. (C) 2001 Elsevier Science Ltd. All rights reserved.
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