97347-33-6Relevant articles and documents
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
URETHANE TYPE PROTECTING GROUPS FOR CARBOXAMIDE IN PEPTIDE CHEMISTRY
Sakura, Naoki,Hirose, Kyoko,Hashimoto, Tadashi
, p. 1752 - 1755 (2007/10/02)
Novel L-asparagine and L-glutamine derivatives with the carboxamide nitrogen (Nca) acylated by urethane type protecting groups, tert-butyloxycarbonyl (Boc) and 4-nitrobenzyloxycarbonyl , were synthesized through ruthenium tetroxide oxid
