Trifluoroacetyl as an orthogonal protecting group for guanidines

Bartoli, S., Jensen, K. B. and Kilburn, J. D. (2003) Trifluoroacetyl as an orthogonal protecting group for guanidines Journal of Organic Chemistry, 68, (24), pp. 9416-9422. (doi:10.1021/jo0348874).


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The trifluoroacetyl moiety has been used as a new protecting group for guanidine functionality. The protecting group is easily cleaved under mild basic conditions and is complementary to the Boc, Cbz, and Ddpe protecting groups. The protecting group can be applied to peptide synthesis in solution as well as on a solid phase as it is orthogonal to a Boc and Cbz strategy and semiorthogonal to an Fmoc strategy.

Item Type: Article
Digital Object Identifier (DOI): doi:10.1021/jo0348874
ISSNs: 0022-3263 (print)
Related URLs:
Keywords: molecular tweezers, carboxylic-acids, receptor, complexation, recognition, libraries, design, water
ePrint ID: 19893
Date :
Date Event
28 November 2003Published
Date Deposited: 20 Feb 2006
Last Modified: 16 Apr 2017 23:00
Further Information:Google Scholar

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