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N-[(3R)-1-benzylpyrrolidin-3-yl]-2,2,2-trifluoroacetamide | 400045-36-5

中文名称
——
中文别名
——
英文名称
N-[(3R)-1-benzylpyrrolidin-3-yl]-2,2,2-trifluoroacetamide
英文别名
——
N-[(3R)-1-benzylpyrrolidin-3-yl]-2,2,2-trifluoroacetamide化学式
CAS
400045-36-5
化学式
C13H15F3N2O
mdl
——
分子量
272.27
InChiKey
HFZWIEKMCFJKFB-LLVKDONJSA-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

物化性质

  • 沸点:
    345.1±42.0 °C(Predicted)
  • 密度:
    1.27±0.1 g/cm3(Predicted)

计算性质

  • 辛醇/水分配系数(LogP):
    2.4
  • 重原子数:
    19
  • 可旋转键数:
    3
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.46
  • 拓扑面积:
    32.3
  • 氢给体数:
    1
  • 氢受体数:
    5

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量
  • 下游产品
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    N-[(3R)-1-benzylpyrrolidin-3-yl]-2,2,2-trifluoroacetamide 在 palladium on activated charcoal TEA 、 硼烷 、 ammonium formate 作用下, 以 四氢呋喃乙醇N,N-二甲基甲酰胺 为溶剂, 反应 10.5h, 生成 Methyl-{(S)-1-[(R)-3-(2,2,2-trifluoro-ethylamino)-pyrrolidine-1-carbonyl]-pyrrolidin-3-yl}-carbamic acid tert-butyl ester
    参考文献:
    名称:
    Synthesis and structure–activity relationships of retro bis-aminopyrrolidine urea (rAPU) derived small-molecule antagonists of the melanin-concentrating hormone receptor-1 (MCH-R1). Part 2
    摘要:
    The design, synthesis, and SAR of a series of retro bis-aminopyrrolidine ureas are described. Compounds from this series exhibited considerable binding affinity (K-i = 1 nM) and functional activity at MCH-R1, acceptable CYP2D6 inhibition, and good rat brain exposure. (c) 2006 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.bmcl.2006.06.049
  • 作为产物:
    参考文献:
    名称:
    Enantiomeric impurities in chiral synthons, catalysts, and auxiliaries: Part 3
    摘要:
    The enantiomeric excess of chiral reagents used in asymmetric syntheses directly affects the reaction selectivity and product purity. In this work, 84 of the more recently available chiral compounds were evaluated to determine their actual enantiomeric composition. These compounds are widely used in asymmetric syntheses as chiral synthons, catalysts, and auxiliaries. These include chiral alcohols, amines, amino alcohols, amides, carboxylic acids, epoxides, esters, ketones, and oxolanes among other classes of compounds. All enantiomeric test results were categorized within five impurity levels (i.e., < 0.01%, 0.01-0.1%, 0.1-1%, 1-10%, and > 10%). The majority of the reagents tested were determined to have enantiomeric impurities over 0.01%, and two of them were found to contain enantiomeric impurities exceeding the 10% level. The most effective enantio selective analysis method was a GC approach using a Chiraldex GTA chiral stationary phase (CSP). This method worked exceedingly well with chiral amines and alcohols. (c) 2006 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.tetasy.2006.10.014
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文献信息

  • Enantiomeric impurities in chiral synthons, catalysts, and auxiliaries: Part 3
    作者:Ke Huang、Zachary S. Breitbach、Daniel W. Armstrong
    DOI:10.1016/j.tetasy.2006.10.014
    日期:2006.10
    The enantiomeric excess of chiral reagents used in asymmetric syntheses directly affects the reaction selectivity and product purity. In this work, 84 of the more recently available chiral compounds were evaluated to determine their actual enantiomeric composition. These compounds are widely used in asymmetric syntheses as chiral synthons, catalysts, and auxiliaries. These include chiral alcohols, amines, amino alcohols, amides, carboxylic acids, epoxides, esters, ketones, and oxolanes among other classes of compounds. All enantiomeric test results were categorized within five impurity levels (i.e., < 0.01%, 0.01-0.1%, 0.1-1%, 1-10%, and > 10%). The majority of the reagents tested were determined to have enantiomeric impurities over 0.01%, and two of them were found to contain enantiomeric impurities exceeding the 10% level. The most effective enantio selective analysis method was a GC approach using a Chiraldex GTA chiral stationary phase (CSP). This method worked exceedingly well with chiral amines and alcohols. (c) 2006 Elsevier Ltd. All rights reserved.
  • Synthesis and structure–activity relationships of retro bis-aminopyrrolidine urea (rAPU) derived small-molecule antagonists of the melanin-concentrating hormone receptor-1 (MCH-R1). Part 2
    作者:Sarah Hudson、Mehrak Kiankarimi、Martin W. Rowbottom、Troy D. Vickers、Dongpei Wu、Joseph Pontillo、Brett Ching、Wesley Dwight、Val S. Goodfellow、David Schwarz、Christopher E. Heise、Ajay Madan、Jenny Wen、William Ban、Hua Wang、Warren S. Wade
    DOI:10.1016/j.bmcl.2006.06.049
    日期:2006.9
    The design, synthesis, and SAR of a series of retro bis-aminopyrrolidine ureas are described. Compounds from this series exhibited considerable binding affinity (K-i = 1 nM) and functional activity at MCH-R1, acceptable CYP2D6 inhibition, and good rat brain exposure. (c) 2006 Elsevier Ltd. All rights reserved.
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