Synthesis of orthogonally protected azalanthionines (lanazanines) by sequential ring-opening of N-substituted aziridine 2-carboxylates

TETRAHEDRON LETTERS

卷:54

Article

O'Brien, Keith¹  Proinsias, Keith O.¹  Kelleher, Fintan¹ 

[1] Inst Technol Tallaght, Dept Sci, Ctr Appl Sci Hlth, Mol Design & Synth Grp, Dublin 24, Ireland

关键词: Azalanthionine;    Lanthionine;    Aziridine;    Ring-opening;   

DOI  :  10.1016/j.tetlet.2013.02.096

来源: Elsevier

【 摘 要 】

Orthogonally protected azalanthionines (lanazanines, 4-azadiaminopimelic acids or beta-aminoalaninoalanines) have been synthesised in good yields by the ring-opening of N-protected aziridine 2-carboxylates with suitably protected diaminopropanoic acids (DAPs). The required DAPs were also synthesised by ring-opening of N-protected aziridine 2-carboxylates with para-methoxybenzylamine. (C) 2013 Elsevier Ltd. All rights reserved.

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