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An improved one-pot method for the stereoselective synthesis of the (2S,3R)-3-amino-2-hydroxy acids: key intermediates for bestatin and amastatin
La synthese d'acides [β-amino α-hydroxy] benzenebutyrique et [amino-3 hydroxy-2 methyl-5] caproique a partir des α-aminoaldehydes correspondants est etudiee
Studies on the synthesis of cyanomethyleneamino pseudopeptides
Various cyanomethyleneamino pseudodipeptides were easily prepared in high yield by the Lewis acid catalyzed addition of trimethylsilyl cyanide to unstable aldimine intermediates, obtained from the
Aminodeoxybestatin and epi-aminodeoxybestatin: stereospecific synthesis and aminopeptidase inhibition
The synthesis of aminodeoxybestatin and epi-aminodeoxybestatin [(2S,3R)- and (2R,3R)-2,3-di-amino-4-phenylbutanoyl-L-leucine; (2S,3R)- and (2R,3R)-DAPBA-L-Leu)], bestatin and epi-bestatin analogues,
Stereoselection in the synthesis of threo- and erythro-3-amino-2-hydroxy-4-phenyl-butanoic acid using chiral acetal templates
Boron trifluoride-diethyl ether mediated addition of trimethylsilylcyanide (TMSCN) to the chiral acetals derived from Z-L- and Z-D-phenyl alaninal, (Z=N-benzyloxycarbonyl), and (+)-(2S,4S)- and
Analgesic dipeptide derivatives. Part 8. 3-Amino-2-hydroxy-4-[2-(o-nitrophenylthio)indol-3-yl]butanoic acid [AH(Nps)IBA]-containing dipeptide analogues of the analgesic compound H-Trp(Nps)-Lys-OMe
A series of diastereoisomeric dipeptides, analogues of the analgesic compound H-Trp(Nps)Lys-OMe, containing 3-amino-2-hydroxy-4-(2-(o-nitrophenylthio)indol-3-yl]butanoic acid [AH(Nps)IBA) and Lys or
Ketomethylenebestatin: Synthesis and Aminopeptidase Inhibition
The synthesis of (6R,5S,2RS)‐6‐amino‐5‐hydroxy‐2‐isobutyl‐4‐oxo‐7‐phenylheptanoic acid (9), a carbaanalogue of the aminopeptidase (AP) inhibitor bestatin (1) is described. This synthesis was carried
Analgesic dipeptide derivatives. 7. 3,7-Diamino-2-hydroxyheptanoic acid (DAHHA) containing dipeptide analogues of the analgesic compound H-Lys-Trp(Nps)-OMe.
The results indicate that the inhibitory capacity of this series of Trp(Nps)-containing dipeptides against enkephalin-degrading enzymes is not an important factor for their antinociceptive effects.