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Synthesis 2015; 47(03): 411-420
DOI: 10.1055/s-0034-1378908
DOI: 10.1055/s-0034-1378908
paper
Synthesis of Cyclic Peptides through Ring-Closing Metathesis of Photolabile Protecting Groups
Further Information
Publication History
Received: 20 August 2014
Accepted after revision: 07 October 2014
Publication Date:
12 November 2014 (online)
Abstract
The new photolabile protecting groups 4-allyl-5-methoxy-3-nitrobenzyl (AMNB) and 4-allyl-5-methoxy-3-nitrobenzyloxycarbonyl (AMNBOC) with an allylic side chain can easily be obtained from vanillin. These protecting groups can be introduced on the C- as well as on the N-terminus of peptides, and subsequent ring-closing metatheses provides a straightforward protocol for the synthesis of cyclic peptides. The protecting groups can be removed under UVA irradiation (365 nm).
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1378908. Included are details of the photocleavage experiments and copies of NMR spectra.
- Supporting Information
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