73392-01-5Relevant academic research and scientific papers
The synthesis of α,α-disubstituted α-amino acids via ichikawa rearrangement
Szczes?niak, Piotr,Pieczykolan, Micha?,Stecko, Sebastian
, p. 1057 - 1074 (2016/02/19)
An approach to α,α-disubstituted α-amino acids is reported. The key step is allyl cyanate-to-isocyanate rearrangement. As demonstrated, the resultant allyl isocyanates can be directly trapped with various nucleophiles, for instance, alcohols, amines, and organometallic reagents, to provide a broad range of N-functionalized allylamines. The developed method has been successfully applied in the synthesis of two bioactive peptides: 2-aminoadamantane-2-carboxylic acid derived P2X7-evoked glutamate release inhibitor and 4-amino-tetrahydropyranyl-4-carboxylic acid derived dipeptide GSK-2793660, which is currently in clinical trials as cathepsin C inhibitor for the treatment of cystic fibrosis, noncystic fibrosis bronchiectasis, ANCA-associated vasculitis and bronchiectasis.
Cephalosporin pyridinium derivatives
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, (2008/06/13)
Compounds of formula I STR1 wherein R1 is hydrogen, lower alkyl, cycloalkyl or acetyl; x is CH or N; n is 0, 1 or 2; m is 0 or 1; R2 is hydrogen, lower alkyl, ω-hydroxy alkyl, benzyl or lower alkyl-heterocyclyl, the benzyl and the he
