A one-pot synthesis of symmetrical and unsymmetrical dipeptide ureas

Antoine Abou Fayad; Cristina Pubill Ulldemolins; Sunil Vishnuprasadji Sharma; David Day; Rebecca Jane Miriam Goss

doi:10.1002/ejoc.201500589

A one-pot synthesis of symmetrical and unsymmetrical dipeptide ureas

Antoine Abou Fayad
, Cristina Pubill Ulldemolins
, Sunil Vishnuprasadji Sharma
, David Day
, Rebecca Jane Miriam Goss

Research output: Contribution to journal › Article › peer-review

Abstract

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 ¹³C labelled ureas, from amino acids and carbon dioxide at atmospheric pressure.

Original language	English
Pages (from-to)	5603-5609
Number of pages	8
Journal	European Journal of Organic Chemistry
Volume	25
Early online date	30 Jul 2015
DOIs	https://doi.org/10.1002/ejoc.201500589
Publication status	Published - Sept 2015

Keywords

Peptides
Dipeptide
Urea
Isotopic labelling

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10.1002/ejoc.201500589

SuppInfo_Goss-EJOC-urea-full-CSSI-Goss-EJOC-urea-FullAccepted author manuscript, 6.71 MB
1EJOC23June15RJMG
Copyright © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the peer reviewed version of the following article: A one-pot synthesis of symmetrical and unsymmetrical dipeptide ureas Abou Fayad, A., Pubill Ulldemolins, C., Sharma, S. V., Day, D. & Goss, R. J. M. 2015 In : European Journal of Organic Chemistry. Early View, 8 p, which has been published in final form at http://dx.doi.org/10.1002/ejoc.201500589. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Accepted author manuscript, 718 KB

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Pacidamycin Unravelling peptide backbone: Pacidamycin an unusual antibiotic with a curious biogenesis
Goss, R. (PI)
Biotechnology and Biological Sciences Research Council
2/09/12 → 1/04/15
Project: Standard

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title = "A one-pot synthesis of symmetrical and unsymmetrical dipeptide ureas",

abstract = "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 13C labelled ureas, from amino acids and carbon dioxide at atmospheric pressure.",

keywords = "Peptides, Dipeptide, Urea, Isotopic labelling",

author = "\{Abou Fayad\}, Antoine and \{Pubill Ulldemolins\}, Cristina and Sharma, \{Sunil Vishnuprasadji\} and David Day and Goss, \{Rebecca Jane Miriam\}",

note = "We gratefully acknowledge financial support from the BBSRC (Grant no. BB/I022910/1 and the European Commission (Seventh Framework Programme, Collaborative project {"}BlueGenics{"}, Grant no. 311848). ",

year = "2015",

month = sep,

doi = "10.1002/ejoc.201500589",

language = "English",

volume = "25",

pages = "5603--5609",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

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AU - Abou Fayad, Antoine

AU - Pubill Ulldemolins, Cristina

AU - Sharma, Sunil Vishnuprasadji

AU - Day, David

AU - Goss, Rebecca Jane Miriam

N1 - We gratefully acknowledge financial support from the BBSRC (Grant no. BB/I022910/1 and the European Commission (Seventh Framework Programme, Collaborative project "BlueGenics", Grant no. 311848).

PY - 2015/9

Y1 - 2015/9

N2 - 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 13C labelled ureas, from amino acids and carbon dioxide at atmospheric pressure.

AB - 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 13C labelled ureas, from amino acids and carbon dioxide at atmospheric pressure.

KW - Peptides

KW - Dipeptide

KW - Urea

KW - Isotopic labelling

U2 - 10.1002/ejoc.201500589

DO - 10.1002/ejoc.201500589

M3 - Article

SN - 1434-193X

VL - 25

SP - 5603

EP - 5609

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

ER -

A one-pot synthesis of symmetrical and unsymmetrical dipeptide ureas

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Keywords

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Pacidamycin Unravelling peptide backbone: Pacidamycin an unusual antibiotic with a curious biogenesis

Cite this