503565-00-2Relevant academic research and scientific papers
Studies on the synthesis of orthogonally protected azalanthionines, and of routes towards β-methyl azalanthionines, by ring opening of N-activated aziridine-2-carboxylates
O'Brien, Keith,ó Proinsias, Keith,Kelleher, Fintan
, p. 5082 - 5092 (2014/07/08)
Orthogonally protected azalanthionines were successfully synthesised by the ring-opening of N-activated aziridine-2-carboxylates with protected diaminopropanoic acids (DAPs). The required DAPs were also prepared by ring-opening of N-activated aziridine-2-carboxylates with para- methoxybenzylamine, but it was found that the choice of aziridine protecting groups dictated both the success of the reaction as well as the regioselectivity of the isolated products. Attempts to extend the methodology to the preparation of the more sterically demanding β-methyl azalanthionines have, so far, been unsuccessful.
Synthesis of orthogonally protected lanthionines
Mohd Mustapa, M. Firouz,Harris, Richard,Bulic-Subanovic, Nives,Elliott, Susan L.,Bregant, Sarah,Groussier, Marianne F. A.,Mould, Jessica,Schultz, Darren,Chubb, Nathan A. L.,Gaffney, Piers R. J.,Driscoll, Paul C.,Tabor, Alethea B.
, p. 8185 - 8192 (2007/10/03)
Synthetic approaches to the lantibiotics, a family of thioether-bridged antimicrobial peptides, require flexible synthetic routes to a variety of orthogonally protected derivatives of lanthionine 1. The most direct approaches to lanthionine involve the re
Synthesis of orthogonally protected lanthionines: A reassessment of the use of alanyl β-cation equivalents
Mohd Mustapa, M.Firouz,Harris, Richard,Mould, Jessica,Chubb, Nathan A.L.,Schultz, Darren,Driscoll, Paul C.,Tabor, Alethea B.
, p. 8359 - 8362 (2007/10/03)
Whilst developing a strategy for the solid-phase synthesis of lanthionine-containing peptides, we became aware of some problems with a previously published route for the synthesis of orthogonally-protected lanthionine. We report a structural reassignment
