62067-14-5Relevant academic research and scientific papers
Carbonyldiimidazole (CDI) mediated synthesis of Nα- protected amino acid azides: Application to the one-pot preparation of ureidopeptides
Vasantha,Vishwanatha,Sureshbabu, Vommina V.
, p. 1093 - 1098 (2012/06/01)
Synthesis of Nα-protected amino acyl azides starting from corresponding acids via the carbonyldiimidazole (CDI) activation is described. The protocol is extended for a one-pot preparation of ureido peptides that circumvents the isolation of acy
T3P (propylphosphonic anhydride) mediated conversion of carboxylic acids into acid azides and one-pot synthesis of ureidopeptides
Basavaprabhu,Narendra,Lamani, Ravi S.,Sureshbabu, Vommina V.
experimental part, p. 3002 - 3005 (2010/07/10)
A general, mild, efficient, and environmentally benign protocol, which makes use of T3P as an acid activating agent for the direct synthesis of acid azides from carboxylic acids is described. Further, the protocol is employed for the one-pot synthesis of α-ureidopeptides starting from N-protected α-amino acids.
Facile one step synthesis of acyl azides and Nα-Fmoc/Boc/Z protected amino acid azides employing benzotriazole-1-yl-oxy-tris- (dimethylamino)-phosphonium hexafluorophosphate (BOP)
Vasantha,Sureshbabu, Vommina V.
experimental part, p. 812 - 817 (2011/01/04)
A simple route for the preparation of acyl azides from the corresponding carboxylic acids employing the peptide-coupling agent BOP is described. The procedure is simple, clean and high yielding. The chemistry is also extended to the preparation of several urethane protected amino acid azides (eight examples) as well.
New and simple synthesis of acid azides, ureas and carbamates from carboxylic acids: Application of peptide coupling agents EDC and HBTU
Sureshbabu, Vommina V.,Lalithamba,Narendra,Hemantha
experimental part, p. 835 - 840 (2010/06/20)
Conversion of carboxylic acids into acid azides using peptide coupling agents, EDC and HBTU is described. The procedure is efficient, practical and applicable to a diverse range of carboxylic acids including N-protected amino acids. Using the same reagents, one-pot synthesis of ureas, dipeptidyl urea esters and carbamates from acids has also been achieved. The Royal Society of Chemistry 2010.
Synthesis of Nα-protected amino acid-derived selenocarbamates employing isocyanates as key intermediates
Sureshbabu, Vommina V.,Naik, Shankar A.
experimental part, p. 2676 - 2685 (2010/11/03)
A simple protocol for the synthesis of Nα-urethane-protected N-alkyl-Se-alkyl selenocarbamate derivatives of amino acids has been described. The reaction of Nα-urethane-protected amino alkyl isocyanates with selenating agent LiAlHSeH and subsequent coupli
Preparation of polyfunctional acyl azides
Katritzky, Alan R.,Widyan, Khalid,Kirichenko, Kostyantyn
, p. 5802 - 5804 (2008/02/09)
(Chemical Equation Presented) A general synthesis of acyl azides from the corresponding N-acyl benzotriazoles is described. The procedure affords acyl azides in good yields and avoids the use of acid activators and NO+ equivalents typically emp
Succinimidyl carbamate derivatives from N-protected α-amino acids and dipeptides-synthesis of ureidopeptides and oligourea/peptide hybrids
Fischer, Lucile,Semetey, Vincent,Lozano, Jose-Manuel,Schaffner, Arnaud-Pierre,Briand, Jean-Paul,Didierjean, Claude,Guichard, Gilles
, p. 2511 - 2525 (2008/03/13)
The preparation of succinimidyl (1-{[(alkyloxy)carbonyl]-amino}-1-X-methyl) carbamates (4) and succinimidyl [1-(acyl-amino)-1-X-methyl] carbamates (5) from a variety of N-Boc-, -Z- or -Fmoc-protected α-amino acids and dipeptides as well as the carbamate s
MACROHETEROCYCLES. XVII. SYNTHESIS AND ENANTIOSELECTIVE CHARACTERISTICS OF CHIRAL N,N'-DIACYLDIAZA-18-CROWN-ETHERS
Luk'yanenko, N. G.,Bogat-skii, A. V.,Basok, S. S.,Ostrovskaya, L. K.,Nazarova, N. Yu.,Karpenko, L. P.
, p. 1438 - 1444 (2007/10/02)
N,N'-Diacyldiaza-18-crown-6 ethers were obtained by the acylation of diaza-18-crown-6 with amino acids.The enantioselectivity coefficients were determined for the chiral compound in relation to the L and D isomers of valine.The obtained compounds represent a promising class of enantioselective complexones.
