59514-04-4Relevant articles and documents
Access to NH-aziridine-2-carboxamides through Davidsen acylimidodicarbonate activation
Ivanova, Jekaterīna,?trumfs, Boriss,?alubovskis, Raivis
, p. 283 - 293 (2019)
Acylimidodicarbonates obtained from aziridine-2-carboxamides through Davidsen bis-Boc activation react with amine nucleophiles under mild conditions to form tertiary aziridine-2-carboxylic acid amides. NH aziridine-2-carboxylic acid amides were obtained by hydrogenolythic deprotection of N-Cbz derivatives.
SYNTHESIS AND REDUCTION OF DERIVATIVES OF AZIRIDINEMONO- AND -DICARBOXYLIC ACIDS
Trapentsier, P. T.,Kalvin'sh, I. Ya.,Liepin'sh, E. E.,Lukevits, E.
, p. 982 - 989 (2007/10/02)
Amides and esters of aziridine-2-carboxylic acid were synthesized by the reaction of 1,1,1-trimethyl-2-(2-carboxyethyl)hydrazinium derivatives with an anion-exchange resin or with sodium hydride.Enamines were obtained from 1,1,1-trimethyl-2-hydrazinium salts and basic agents.Methods for the synthesis of amides of aziridine-2,2- and aziridine-2,3-dicarboxylic acids were developed.The stereochemistry of the esters and amides of aziridine-2,3-dicarboxylic acids was established.Dialkylcarbamoylaziridines were reduced with lithium aluminium hydride to 2-(N,N-dialkylaminomethyl)aziridines.The reduction of esters of aziridine-2-carboxylic acid and their functionally substituted derivatives leads to the formation of 2-hydroxymethylaziridines.An O-silylation product was obtained by silylation of 2-hydroxymethylaziridine.