97347-40-5Relevant academic research and scientific papers
A novel three-step hydroxy-deamination sequence: Conversion of lysine to 6-hydroxynorleucine derivatives
Nevill Jr., C. Richard,Angell, Paul T.
, p. 5671 - 5674 (2007/10/03)
Oxidation of carbamates with catalytic RuO4, generated from RuO2 and NaBrO3, provides the corresponding acyl carbamates, which can be reduced with NaBH4 to provide alcohols. Application of this methodology to L-lysine provides (S)-6-hydroxynorleucine derivatives.
Chemical Conversion of L-α,ο-Diamino Acids to L-ο-Carbamoyl-α-amino Acids by Ruthenium tetroxide Oxidation
Yoshifuji, Shigeyuki,Tanaka, Ken-ichi,Nitta, Yoshihiro
, p. 2994 - 3001 (2007/10/02)
Ruthenium tetroxide oxidation of N,C-protected derivatives of L-2,4-diaminobutyric acid, L-ornitine and L-lisine was carried out two-phase conditions and the corresponding imides, formed through the oxidation of the methylene adjacent to the ο-amino group, were obtained in good yields.Removal of the protecting groups from the products gave L-asparagine, L-glutamine and L-2-aminoadipic acid 6-amide, respectively.Thus the first chemical conversion of L-α,ο-diamino acids into the corresponding L-ο-carbamoyl-α-amino acids without racemization has been established.L-2-Aminoadipic acid 6-amide was further converted to L-2-aminoadipic acid by acid hydrolysis.This represents a convenient method for the synthesis of L-2-aminoadipic acid starting from L-lisine.Keywords - oxidation; ruthenium tetroxide; L-α-amino acid synthesis; N-protecting group; ruthenium tetroxide; L-α,ο-diamino acid; L-ο-carbamoiyl-α-amino acid; L-2-aminoadipicacid
