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An optimised synthesis of 2-[2,3-Bis(tert-butoxycarbonyl)guanidino]ethylamine

Hickey, Shane M., Ashton, Trent, D., Khosa, Simren, K. and Pfeffer, Frederick, M. 2012, An optimised synthesis of 2-[2,3-Bis(tert-butoxycarbonyl)guanidino]ethylamine, Synlett, vol. 23, no. 12, pp. 1779-1782.

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Title An optimised synthesis of 2-[2,3-Bis(tert-butoxycarbonyl)guanidino]ethylamine
Formatted title An optimised synthesis of 2-[2,3-Bis(tert-butoxycarbonyl)guanidino]ethylamine
Author(s) Hickey, Shane M.
Ashton, Trent, D.
Khosa, Simren, K.
Pfeffer, Frederick, M.
Journal name Synlett
Volume number 23
Issue number 12
Start page 1779
End page 1782
Total pages 4
Publisher Georg Thieme Verlag
Place of publication Stuttgart, Germany
Publication date 2012
ISSN 0936-5214
1437-2096
Keyword(s) guanidine
synthesis
optimisation
cyclisation
protecting groups
NMR spectroscopy
Summary This short report describes an improved, reliable, and high-yielding (>90%) synthesis of 2-[2,3-bis(tert-butoxycarbonyl)guanidino]ethylamine. The method is scalable (>5 g), and the product obtained directly from the reaction mixture requires no further purification. In addition, this methodology can be successfully applied to other diamine substrates (1,3-propyl and 1,4-butyl; 70% and 61% yield, respectively).
Language eng
Field of Research 030503 Organic Chemical Synthesis
030401 Biologically Active Molecules
Socio Economic Objective 970103 Expanding Knowledge in the Chemical Sciences
HERDC Research category C1 Refereed article in a scholarly journal
Copyright notice ©2012, Georg Thieme Verlag
Persistent URL http://hdl.handle.net/10536/DRO/DU:30047078

Document type: Journal Article
Collection: School of Life and Environmental Sciences
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Created: Mon, 13 Aug 2012, 13:13:07 EST