14049-14-0Relevant articles and documents
Synthetic approaches to a challenging and unusual structure—an amino-pyrrolidine guanine core
Rippel, Rafael,Pinheiro, Luís,Lopes, Mónica,Louren?o, Ana,Ferreira, Luísa M.,Branco, Paula S.
, (2020/02/25)
The synthesis of an unreported 2-aminopyrrolidine-1-carboxamidine unit is here described for the first time. This unusual and promising structure was attained through the oxidative decarboxylation of amino acids using the pair of reagents, silver(I)/peroxydisulfate (Ag(I)/S2O82?) followed by intermolecular (in the case of L-proline derivative) and intramolecular trapping (in the case of acyl L-arginine) by N-nucleophiles. The L-proline approach has a broader scope for the synthesis of 2-aminopyrrolidine-1-carboxamidine derivatives, whereas the intramolecular cyclization afforded by the L-acylarginines, when applied, results in higher yields. The former allowed the first synthesis of cernumidine, a natural alkaloid isolated in 2011 from Solanum cernuum Vell, as its racemic form.
Kinetics and mechanism of oxidation of serine, threonine, arginine, aspartic acid and glutamic acid by N-bromoacetamide in alkaline medium
Reddy, M. Komal,Sribabu, Ch.,Sundaram, E. V.
, p. 61 - 62 (2007/10/02)
The title amino acids are oxidised to the corresponding aldehydes, ammonia and carbon dioxide.The effect of varying , , -> and ionic strength have been studied.The data reveal that the reaction is first order in and fractional order each in and ->.Addition of acetamide does not affect the rate of oxidation.Thermodynamic parameters have been calculated and a suitable mechanism consistent with the experimental results is proposed.
