Synlett 2019; 30(19): 2153-2156
DOI: 10.1055/s-0039-1690217
letter
© Georg Thieme Verlag Stuttgart · New York

Direct Synthesis of N-Functionalized Dipropargylamine Linkers as Models for Use in Peptide Stapling

a   Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK   Email: r-andrea@lab.u-ryukyu.ac.jp   Email: spring@ch.cam.ac.uk
,
Ryan N. Rutherford
b   Science Education Academy of the Ryukyus, 1 Senbaru, Nishihara, Okinawa, 903-0213, Japan
,
Kozo Fukumoto
c   University of the Ryukyus, Faculty of Education, 1 Senbaru, Nishihara, Okinawa, 903-0213, Japan
,
Dominique Kunciw
a   Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK   Email: r-andrea@lab.u-ryukyu.ac.jp   Email: spring@ch.cam.ac.uk
,
a   Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK   Email: r-andrea@lab.u-ryukyu.ac.jp   Email: spring@ch.cam.ac.uk
,
a   Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK   Email: r-andrea@lab.u-ryukyu.ac.jp   Email: spring@ch.cam.ac.uk
› Author Affiliations

Financial support for this work was provided by the EPSRC, BBSRC, MRC, Wellcome Trust, ERC (FP7/2007–2013; 279337/DOS and Marie Curie Fellowship IEF-2013-627253), and by the Japan Science and Technology Agency (JST; ‘Global Science Campus’).
Further Information

Publication History

Received: 06 September 2019

Accepted after revision: 07 October 2019

Publication Date:
23 October 2019 (online)


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Abstract

N-Substituted dipropargylamines that are suitable as functionalized linkers for peptide stapling can be synthesized in one step under mild conditions from commercially available starting materials (41% to quantitative yield).

Supporting Information