148854-04-0Relevant articles and documents
β,γ-Diamino acid: An original building block for hybrid α/γ-peptide synthesis with extra hydrogen bond donating group
Stanovych, Andrii,Guillot, Rgis,Kouklovsky, Cyrille,Miclet, Emeric,Alezra, Valrie
, p. 2753 - 2757 (2014)
Using a β,γ-diamino acid, several small hybrid α/γ peptides have been synthesized and their conformations investigated through extensive NMR studies and molecular dynamics. A tripeptide and a tetrapeptide have thus shown several hydrogen bonds in solution, including a 13-membered ring involving the β-nitrogen.
Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids
Zheng, Yongpeng,Xu, Jiaxi
, p. 5197 - 5206 (2014/12/10)
Enantiopure N-benzyloxycarbonyl-protected and free 3-substituted homotaurines were synthesized from naturally occurring amino acids via N-benzyloxycarbonyl protection, Arndt-Eistert homologation, reduction, esterification with thioacetic acid, and oxidation with performic acid. The current method is a convenient, practical, and salt-free method for the synthesis of enantiopure 3-substituted homotaurine with moderate to good yields.
Double axial chirality promoted asymmetric [2,3] Stevens rearrangement of N-cinnamyl l-alanine amide-derived ammonium ylides
Tayama, Eiji,Naganuma, Noriko,Iwamoto, Hajime,Hasegawa, Eietsu
supporting information, p. 6860 - 6862 (2014/06/23)
The base-induced asymmetric [2,3] Stevens rearrangement of N-cinnamyl tetraalkylammonium ylides derived from l-alanine amides proceeds via a double axially chiral intermediate to afford the corresponding α-substituted alanine derivatives with high enantio- and diastereoselectivities. the Partner Organisations 2014.
Synthesis of Nα-Z protected amino alkyl triazole acids and their application to neo-glycopeptides synthesis
Madhu, Chilakapati,Panguluri, Nageswara Rao,Sureshbabu, Vommina V.
, p. 858 - 864 (2014/08/05)
The synthesis of triazole linked glycopeptides employing 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) mediated coupling of Z-protected triazole acids with glycosyl amines and amino acid esters is described. The coupling proceeded smoothly at room temperat
Facile synthesis of optically active imidazole derivatives
Marek, Ales,Kulhanek, Jiri,Ludwig, Miroslav,Bures, Filip
, p. 1183 - 1190 (2008/02/07)
Five optically active imidazole derivatives have been synthesized via a facile 4-step reaction sequence starting from commercially available and inexpensive N-Cbz amino acids. While microwave assisted condensation was unsuccessful, the condensation of the
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
Fast and convenient synthesis of α-N-protected amino acid hydrazides
Verardo, Giancarlo,Geatti, Paola,Lesa, Barbara
, p. 559 - 564 (2007/10/03)
A fast, simple and convenient synthesis of α-N-protected amino acid hydrazides is reported. The procedure involves the reaction between hydrazine monohydrate and the mixed anhydride obtained from an α-N-protected amino acid and ethyl chloroformate. When m
Syntheses of peptidoglycolipid analogs with distinct immunomodulating activities
Lockhoff, Oswald,Hayauchi, Yutaka
, p. 603 - 619 (2007/10/03)
Amphiphilic 2-amino-2-deoxy-β-D-glucopyranosylamides were synthesized from N-protected glucosamine derivatives via N-glycosidation with fatty amines, subsequent N-acylation with fatty acid derivatives and deprotection. They could further be modified with
Chiral Ligands Containing Heteroatoms. 11. Optically Active 2-Hydroxymethyl Piperazines as Catalyst in the Enantioselective Addition of Diethylzinc to Benzaldehyde
Falorni, Massimo,Satta, Michele,Conti, Sandra,Giacomelli, Giampaolo
, p. 2389 - 2398 (2007/10/02)
Starting from enantiomerically pure serine, a series of (2R,5S) and (2S,5S)-2-hydroxymethyl-5-alkyl piperazines 1-5 were prepared in good yields without any racemization.The use of these compounds as chiral catalysts for the enantioselective addition of d
Antibacterial Activity of Phosphono Dipeptides Related to Alafosfalin
Lejczak, Barbara,Kafarski, Pawel,Sztajer, Helena,Mastalerz, Przemyslaw
, p. 2212 - 2217 (2007/10/02)
A series of dipeptides containing N-terminal alanine or leucine and a wide range of P-terminal racemic 1-aminoalkanephosphonates were prepared and tested in vitro for their ability to inhibit the growth of various bacterial species. The results demonstrat