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2-Azido-2-hexensaeureaethylester | 61013-59-0

中文名称
——
中文别名
——
英文名称
2-Azido-2-hexensaeureaethylester
英文别名
Ethyl 2-azidohex-2-enoate;ethyl 2-azidohex-2-enoate
2-Azido-2-hexensaeureaethylester化学式
CAS
61013-59-0
化学式
C8H13N3O2
mdl
——
分子量
183.21
InChiKey
KFLIQEZHQGNQAV-UHFFFAOYSA-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):
    3.4
  • 重原子数:
    13
  • 可旋转键数:
    6
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.62
  • 拓扑面积:
    40.7
  • 氢给体数:
    0
  • 氢受体数:
    4

SDS

SDS:781a88f04e152a193970294c8f0475f1
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反应信息

  • 作为反应物:
    描述:
    2-羟基-1,4-萘醌2-Azido-2-hexensaeureaethylester 在 manganese (II) acetate tetrahydrate 作用下, 以 N,N-二甲基甲酰胺 为溶剂, 反应 8.0h, 以64%的产率得到ethyl 4,9-dioxo-3-propyl-4,9-dihydro-1H-benzo[f]indole-2-carboxylate
    参考文献:
    名称:
    Mn(II)-catalyzed synthesis of benzo[f]indole-4,9-diones via vinyl azides and 2-hydroxynaphthoquinone
    摘要:
    A novel, convenient and economical protocol to prepare polyfunctionalized benzo[f]indole-4,9-diones catalyzed by Mn(II) acetate from vinyl azides and 2-hydroxynaphthoquinone has been achieved. This reaction proceeded in good to excellent yields for a wide range of vinyl azides, and a possible mechanism has also been proposed. (C) 2015 Published by Elsevier Ltd.
    DOI:
    10.1016/j.tet.2015.08.067
  • 作为产物:
    参考文献:
    名称:
    NOVEL SYNTHESIS OF THE TAUTOMERIC ISOMER OF THE AZIRINOMYCIN ETHYL ESTER AND ITS ANALOGUES
    摘要:
    已成功合成了乙基2-叠氮基-2-烯酸酯(4)和乙基3-叠氮基-2-烯酸酯(5),并通过光解或热裂解将4和5转化为2-烷基-3-乙oxycarbonyl-2H-氮杂环烯和3-烷基-2-乙oxycarbonyl-2H-氮杂环烯。
    DOI:
    10.1246/cl.1976.1063
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文献信息

  • Synthesis of polyfunctional imidazoles from vinyl azides and amidine along with NHBoc as a leaving group
    作者:Pai Tang、Di Ke、Jiaan Shao、Wenteng Chen、Yongping Yu
    DOI:10.1016/j.tet.2019.04.008
    日期:2019.8
    An efficient method for the synthesis of polyfunctional imidazoles from vinyl azides and amidine has been developed. Starting from vinyl azide and amidine, this transformation proceeds without any additives and the obtained imidazoles can be decorated with ester functional group that is a promising site for further modification.
    已经开发了一种由乙烯基叠氮化物和im合成多官能咪唑的有效方法。从叠氮化乙烯和am开始,这种转化无需任何添加剂即可进行,并且所得的咪唑可以用酯官能团修饰,该酯官能团是进一步修饰的有希望的部位。
  • Manganese(II)-Mediated Domino Annulation Reaction of Vinyl Azides and 4-Hydroxycoumarin: A Stereoselective Synthesis of Spirobenzofuranone-lactams
    作者:Shanshan Guo、Binhui Chen、Donghong Zhao、Wenteng Chen、Guolin Zhang
    DOI:10.1002/adsc.201600423
    日期:2016.10.6
    A manganese(II) acetate‐catalyzed domino reaction of vinyl azides and 4‐hydroxycoumarin has been developed for the synthesis of polyfunctionalized spirofuranone‐lactams. A wide range of vinyl azides are capable of providing the desired spirofuranone‐lactams in good to excellent yields. The reaction was achieved via thermal decomposition of vinyl azides to 2H‐azirines, followed by an intramolecular
    已开发出锰(II)乙酸锰催化的叠氮化物和4-羟基香豆素的多米诺反应,用于合成多官能化的螺呋喃酮-内酰胺。各种各样的乙烯基叠氮化物能够以优异的产率提供所需的螺呋喃酮-内酰胺。该反应是通过将乙烯基叠氮化物热分解为2 H-叠氮基,然后进行分子内亲核攻击和立体选择性环化而实现的。温和的反应条件和简便的操作使该反应对于合成螺呋喃酮-内酰胺具有优势。
  • A facile approach to polysubstituted pyrazoles from hydrazonyl chlorides and vinyl azides
    作者:Hongbin Zou、Huajian Zhu、Jiaan Shao、Jianwei Wu、Wenteng Chen、Marc A. Giulianotti、Yongping Yu
    DOI:10.1016/j.tet.2011.04.103
    日期:2011.7
    A novel and facile approach to polysubstituted pyrazoles from readily synthesized hydrazonyl chlorides and vinyl azides was developed. The reaction was regiospecific and proceeded under mild conditions in the presence of base. (C) 2011 Elsevier Ltd. All rights reserved.
  • Tuning the Annulation Reactivity of Vinyl Azides and Carbazates: A Divergent Synthesis of Aza-pyrimidinones and Imidazoles
    作者:Jiaan Shao、Xingyu Liu、Ke Shu、Pai Tang、Jing Luo、Wenteng Chen、Yongping Yu
    DOI:10.1021/acs.orglett.5b02180
    日期:2015.9.18
    A divergent cascade annulation has been developed using readily available vinyl azides and carbazates with a wide range of substituents. Vinyl azides were successfully applied as bifunctional partners to prepare aza-pyrimidinones via 6-ring closure with carbazates as well as to construct polyfunctionalized imidazoles via 5-ring closure with N-substituted carbazates. The aza-heterocycles were obtained with high levels of chemoselectivity and excellent yields.
  • Mn(II)-catalyzed synthesis of benzo[f]indole-4,9-diones via vinyl azides and 2-hydroxynaphthoquinone
    作者:Shanshan Guo、Binhui Chen、Xiao Guo、Guolin Zhang、Yongping Yu
    DOI:10.1016/j.tet.2015.08.067
    日期:2015.12
    A novel, convenient and economical protocol to prepare polyfunctionalized benzo[f]indole-4,9-diones catalyzed by Mn(II) acetate from vinyl azides and 2-hydroxynaphthoquinone has been achieved. This reaction proceeded in good to excellent yields for a wide range of vinyl azides, and a possible mechanism has also been proposed. (C) 2015 Published by Elsevier Ltd.
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同类化合物

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