Facile synthesis of guanidine functionalised building blocks
Data(s) |
01/01/2015
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Resumo |
Three useful developments in the preparation of guanidines are presented herein. A collection of bis(Boc)aminoalkylguanidines (n=2, 3, 4 and 6; Boc=tert-butoxycarbonyl), known to be prone to cyclisation, have been synthesised and isolated without chromatography as shelf-stable sulfonate salts in good yield (up to 94%). Secondly, a selection of guanidines tethered to a range of other functional groups, including alkyne, alkene, alcohol, and azide, have been prepared in good yields with no requirement for a purification step, and thirdly an inexpensive, high-yielding (93%), and facile synthesis of N,N'-bis(Boc)guanidine, a key precursor for N,N'-bis(Boc)-N'-triflylguanidine, is described in which the need for chromatographic purification is again obviated. |
Identificador | |
Idioma(s) |
eng |
Publicador |
Wiley |
Relação |
http://dro.deakin.edu.au/eserv/DU:30075593/hickey-facilesynthesis-2015.pdf http://www.dx.doi.org/10.1002/ajoc.201402242 |
Direitos |
2015, Wiley |
Palavras-Chave | #Bis(Boc)aminoalkylguanidines #Convergent synthesis #Guanidine #Synthetic methods #Science & Technology #Physical Sciences #Chemistry, Organic #Chemistry #HGCL2-PROMOTED GUANYLATION REACTION #TRANSDUCTION DOMAIN MIMICS #PROTECTED GUANIDINES #PEPTIDE-SYNTHESIS #CHIRAL GUANIDINE #AMINO-ACIDS #ALPHA #INHIBITORS #REAGENTS #BINDING |
Tipo |
Journal Article |