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N-((1S,3R)-3-ethylamino-2,2,3-trimethylcyclopentyl)-benzamide | 1220123-33-0

中文名称
——
中文别名
——
英文名称
N-((1S,3R)-3-ethylamino-2,2,3-trimethylcyclopentyl)-benzamide
英文别名
N-[(1S,3R)-3-(ethylamino)-2,2,3-trimethylcyclopentyl]benzamide
N-((1S,3R)-3-ethylamino-2,2,3-trimethylcyclopentyl)-benzamide化学式
CAS
1220123-33-0
化学式
C17H26N2O
mdl
——
分子量
274.406
InChiKey
KQHNSXXSHIEDRP-WMLDXEAASA-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):
    3.1
  • 重原子数:
    20
  • 可旋转键数:
    4
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.59
  • 拓扑面积:
    41.1
  • 氢给体数:
    2
  • 氢受体数:
    2

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

反应信息

  • 作为反应物:
    描述:
    N-((1S,3R)-3-ethylamino-2,2,3-trimethylcyclopentyl)-benzamide盐酸 作用下, 以 乙腈 为溶剂, 反应 48.5h, 生成 (1R,3S)-N1-ethyl-N1-methyl-1,2,2-trimethylcyclopentane-1,3-diamine
    参考文献:
    名称:
    含有衍生自 (1S,3R)-樟脑酸的配体的铜 (I) 配合物与双氧的反应性
    摘要:
    由樟脑酸制备的胺衍生物用作合成相应铜 (I) 配合物的配体。分析了它们对双氧的反应性。在铜 (I) 配合物与 (1 R , 3 S )- N 1 , N 1 , N 3 , N 3反应期间,通过光谱观察到短寿命双(μ-氧化)铜配合物的形成-四甲基-1,2,2-三甲基环戊烷-1,3-二胺作为配体。此外,检测到配体系统的区域选择性去甲基化。配体甲基的氘化允许双(μ-氧化)铜配合物的结晶和表征。带有吡啶残基的配体衍生物会抑制相应的铜 (I) 配合物对分子氧的反应性。此外,可以对配体系统进行修饰,以用于与苯甲醛的分子内氧化反应,导致形成水杨醛,邻位选择性羟基化。
    DOI:
    10.1002/ejic.202100187
  • 作为产物:
    描述:
    D-樟脑酸 在 sodium azide 、 硫酸potassium carbonate 作用下, 以 乙醇氯仿 为溶剂, 反应 24.0h, 生成 N-((1S,3R)-3-ethylamino-2,2,3-trimethylcyclopentyl)-benzamide
    参考文献:
    名称:
    Novel tridentate ligands derived from (+)-camphoric acid for enantioselective ethylation of aromatic aldehydes
    摘要:
    Novel tridentate ligands were prepared from (+)-camphoric acid, using simple synthetic sequences. The synthesized ligands were used in enantioselective ethylations of benzaldehydes, showing enantioselectivities up to 92%, at room temperature. Extending the reaction to other aromatic aldehydes, very good results (almost quantitative yields and ee up to 97%, for m-anisaldehyde) were obtained. Structural features such as no substitution in the salicylaldehyde moiety of the Schiff base and an ethyl group in the nitrogen at the Cl position of the cyclopentane ring seem to be essential for obtaining high enantioselectivities. (C) 2015 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.tetasy.2015.09.017
  • 作为试剂:
    参考文献:
    名称:
    Enantioselective ethylation of aldehydes with 1,3-N-donor ligands derived from (+)-camphoric acid
    摘要:
    Derivatives of (+)-camphoric acid were prepared by a short and simple synthetic sequence and proved to be excellent ligands for the enantioselective ethylation of benzaldellyde with diethylzinc, with ees of up to 96% being obtained The most efficient ligand was tested with several aromatic alclehydes and ees of up to 99% were observed Structural features of the ligands are determinant for achieving high enantioselectivities. (c) 2009 Elsevier Ltd All rights reserved
    DOI:
    10.1016/j.tetasy.2009.12.012
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文献信息

  • Novel tridentate ligands derived from (+)-camphoric acid for enantioselective ethylation of aromatic aldehydes
    作者:Dina Murtinho、Camila H. Ogihara、M. Elisa Silva Serra
    DOI:10.1016/j.tetasy.2015.09.017
    日期:2015.12
    Novel tridentate ligands were prepared from (+)-camphoric acid, using simple synthetic sequences. The synthesized ligands were used in enantioselective ethylations of benzaldehydes, showing enantioselectivities up to 92%, at room temperature. Extending the reaction to other aromatic aldehydes, very good results (almost quantitative yields and ee up to 97%, for m-anisaldehyde) were obtained. Structural features such as no substitution in the salicylaldehyde moiety of the Schiff base and an ethyl group in the nitrogen at the Cl position of the cyclopentane ring seem to be essential for obtaining high enantioselectivities. (C) 2015 Elsevier Ltd. All rights reserved.
  • Reactivity of Copper(I) Complexes Containing Ligands Derived from (1 <i>S</i> ,3 <i>R</i> )‐Camphoric Acid with Dioxygen
    作者:Fabian Stöhr、Niclas Kulhanek、Jonathan Becker、Richard Göttlich、Siegfried Schindler
    DOI:10.1002/ejic.202100187
    日期:2021.6.14
    derivatives prepared from camphoric acid were used as ligands for the synthesis of corresponding copper(I) complexes. Their reactivity towards dioxygen was analyzed. The formation of a short-lived bis(μ-oxido)copper complex was spectroscopically observed during the reaction of the copper(I) complex with (1R, 3S)-N1,N1,N3,N3-Tetramethyl-1,2,2-trimethylcyclopentane-1,3-diamine as a ligand. Furthermore, a
    由樟脑酸制备的胺衍生物用作合成相应铜 (I) 配合物的配体。分析了它们对双氧的反应性。在铜 (I) 配合物与 (1 R , 3 S )- N 1 , N 1 , N 3 , N 3反应期间,通过光谱观察到短寿命双(μ-氧化)铜配合物的形成-四甲基-1,2,2-三甲基环戊烷-1,3-二胺作为配体。此外,检测到配体系统的区域选择性去甲基化。配体甲基的氘化允许双(μ-氧化)铜配合物的结晶和表征。带有吡啶残基的配体衍生物会抑制相应的铜 (I) 配合物对分子氧的反应性。此外,可以对配体系统进行修饰,以用于与苯甲醛的分子内氧化反应,导致形成水杨醛,邻位选择性羟基化。
  • Enantioselective ethylation of aldehydes with 1,3-N-donor ligands derived from (+)-camphoric acid
    作者:Dina Murtinho、M. Elisa Silva Serra、A.M.d’A. Rocha Gonsalves
    DOI:10.1016/j.tetasy.2009.12.012
    日期:2010.1
    Derivatives of (+)-camphoric acid were prepared by a short and simple synthetic sequence and proved to be excellent ligands for the enantioselective ethylation of benzaldellyde with diethylzinc, with ees of up to 96% being obtained The most efficient ligand was tested with several aromatic alclehydes and ees of up to 99% were observed Structural features of the ligands are determinant for achieving high enantioselectivities. (c) 2009 Elsevier Ltd All rights reserved
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