205175-36-6Relevant academic research and scientific papers
Isoselenocyanates derived from amino acid esters: An expedient synthesis and application to the assembly of selenoureidopeptidomimetics, unsymmetrical Selenoureas and selenohydantoins
Hemantha, Hosahalli P.,Sureshbabu, Vommina V.
scheme or table, p. 644 - 651 (2011/09/14)
An important class of organoselenium compounds-α-isoselenocyanato esters 4 hasbeen prepared by a reaction of α-isocyano esters with elemental selenium powder. The reaction issimple, rapid and all the isoselenocyanates havebeen isolated as stable ones after chromatographic purification. These hitherto unreported classes of molecules would be useful building blocks for the preparation of variety of selenium containing peptidomimetics. In this study, the utility of the title molecules in the preparation of selenoureidopeptidomimetics 6, unsymmetrical selenoureas 8 and selenohydantoins 10 isdemonstrated.
Concise total synthesis of the prolyl endopeptidase inhibitor eurystatin A via a novel Passerini reaction-deprotection-acyl migration strategy
Owens, Timothy D,Araldi, Gian-Luca,Nutt, Ruth F,Semple
, p. 6271 - 6274 (2007/10/03)
The Passerini reaction between suitably protected alaninal, leucine isonitrile, and ornithine components delivered adducts 10a,b in high yield. Orthogonal N-deprotection of 10a led, via a smooth O- to N-acyl migration, to 11, which constitutes the entire skeleton of the eurystatins. Subsequent deprotection, macrocyclization, elaboration, and final oxidation steps efficiently afforded eurystatin A 1a in high overall yield.
A mild method for formylating amino esters without using any formulating agent
Giard, Thierry,Bénard, Didier,Plaquevent, Jean-Christophe
, p. 297 - 300 (2007/10/03)
A simple and mild method for the N-formylation of α-amino esters is described via an intermediate oxaziridine. This procedure avoids the necessity of specific formylating agents and yields the N-formyl species in high yield and without racemization.
