338981-60-5Relevant articles and documents
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.
Use of the Mitsunobu reaction in the synthesis of orthogonally protected α,β-diaminopropionic acids
Kelleher, Fintan,Proinsias, Keith ó
, p. 4879 - 4882 (2008/02/05)
Orthogonally protected α,β-diaminopropionic acids have been synthesised in good yields by the reaction of N-trityl l-serine esters with N-substituted sulfonamides under Mitsunobu reaction conditions (DEAD, PPh3, THF). The best isolated yields w
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
