A One-Pot Synthesis of Symmetrical and Unsymmetrical Dipeptide Ureas

被引:4
|
作者
Abou Fayad, Antoine [1 ,2 ]
Pubill-Ulldemolins, Cristina [1 ]
Sharma, Sunil V. [1 ]
Day, David [2 ]
Goss, Rebecca J. M. [1 ]
机构
[1] Univ St Andrews, Sch Chem, St Andrews KY16 9ST, Fife, Scotland
[2] Univ E Anglia, Sch Chem, Norwich NR4 7TJ, Norfolk, England
基金
英国生物技术与生命科学研究理事会;
关键词
Peptides; Dipeptide; Urea; Isotopic labelling; GLUTAMATE CARBOXYPEPTIDASE-II; CARBON-DIOXIDE; INHIBITORS; ISOCYANATES; DESIGN; CATALYSIS; PROTEASE; AMINES; ANALOG;
D O I
10.1002/ejoc.201500589
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We describe a flexible and high yielding synthesis of 1,3-disubstituted ureas that allows for the construction of both symmetrical and unsymmetrical dipeptide ureas, including easy access to C-13-labelled ureas, from amino acids and carbon dioxide at atmospheric pressure.
引用
收藏
页码:5603 / 5609
页数:7
相关论文
共 50 条
  • [1] One-Pot Synthesis of Symmetrical and Unsymmetrical Diarylmethanes via Diborylmethane
    Endo, Kohei
    Ishioka, Takafumi
    Ohkubo, Takahiro
    Shibata, Takanori
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (17): : 7223 - 7231
  • [2] One-pot synthesis of phenylallyl substituted unsymmetrical ureas under microwave irradiation
    Chai, Lan-Qin
    Chen, Wei-Peng
    Wang, Xiao-Qiang
    Ge, Jian-Lin
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2007, 182 (11) : 2491 - 2496
  • [3] One-Pot Strategy for Symmetrical and Unsymmetrical BOIMPY Fluorophores
    Freese, Tyll
    Patalag, Lukas J.
    Merz, J. Luca
    Jones, Peter G.
    Werz, Daniel B.
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (03): : 3089 - 3095
  • [4] One-pot synthesis of symmetrical and unsymmetrical bisarylethynes by a modification of the Sonogashira coupling reaction
    Mio, MJ
    Kopel, LC
    Braun, JB
    Gadzikwa, TL
    Hull, KL
    Brisbois, RG
    Markworth, CJ
    Grieco, PA
    ORGANIC LETTERS, 2002, 4 (19) : 3199 - 3202
  • [5] One-pot synthesis of symmetrical and unsymmetrical diketopiperazines from unprotected amino acids
    Friedrich, Anne
    Jainta, Manuel
    Nieger, Martin
    Braese, Stefan
    SYNLETT, 2007, (13) : 2127 - 2129
  • [6] One-pot synthesis of unsymmetrical squaramides
    Alegre-Requena, Juan V.
    Marques-Lopez, Eugenia
    Herrera, Raquel P.
    RSC ADVANCES, 2015, 5 (42): : 33450 - 33462
  • [7] A FACILE ONE-POT SYNTHESIS OF SYMMETRICAL AND UNSYMMETRICAL ACETALDEHYDE ACETALS FROM PRIMARY ALCOHOLS
    GUY, RK
    DIPIETRO, RA
    SYNTHETIC COMMUNICATIONS, 1992, 22 (05) : 687 - 692
  • [8] Palladium nanoparticles catalyzed Sonogashira reactions for the one-pot synthesis of symmetrical and unsymmetrical diarylacetylenes
    Mandali, Pavan Kumar
    Chand, Dillip Kumar
    CATALYSIS COMMUNICATIONS, 2014, 47 : 40 - 44
  • [9] Convenient One-Pot Two-Step Synthesis of Symmetrical and Unsymmetrical Diacyl Ureas, Acyl Urea/Carbamate/Thiocarbamate Derivatives, and Related Compounds
    Hernandez, Anolan Garcia
    Grooms, Gregory M.
    El-Alfy, Abir T.
    Stec, Jozef
    SYNTHESIS-STUTTGART, 2017, 49 (10): : 2163 - 2176
  • [10] One-Pot Procedure for the Synthesis of Unsymmetrical Diarylalkynes
    Severin, Rene
    Reimer, Jessica
    Doye, Sven
    JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (10): : 3518 - 3521