62983-58-8Relevant academic research and scientific papers
Synthesis and biological evaluation of α- and β-hydroxy substituted amino acid derivatives as potential mGAT1–4 inhibitors
Andre?, Janina C.,B?ck, Michael C.,H?fner, Georg,Wanner, Klaus T.
, p. 1321 - 1340 (2020)
In this study, we report the synthesis and biological evaluation of a variety of α- and β-hydroxy substituted amino acid derivatives as potential amino acid subunits in inhibitors of GABA uptake transporters (GATs). In order to ensure that the test compounds adopt a binding pose similar to that presumed for related larger GAT inhibitors, lipophilic residues were introduced either at the amino nitrogen atom or at the alcohol function. Several of the synthesized compounds were found to exhibit similar inhibitory activity at the GAT subtypes mGAT2, mGAT3, and mGAT4, respectively, as compared with the reference N-butylnipecotic acid. Hence, these compounds might serve as starting point for future developments of more complex GAT inhibitors.
Enantioselective Synthesis of L- and D-Isoserine via Asymmetric Hydrogenation of Methyl N-Phthaloyl-3-amino-2-oxopropanoate
Nozaki, Kyoko,Sato, Naomasa,Takaya, Hidemasa
, p. 2179 - 2182 (2007/10/02)
L- and D-isoserine were synthesized enantioselectively via asymmetric hydrogenation of 3-amino-2-oxoester 5 catalyzed by Cl.Recrystallization and deprotection of (S)-6 (81percent ee) afforded enantiomerically pure L-isoserine.The enantioface selection by the catalyst was opposite to that observed in asymmetric hydrogenation of other 2-oxoesters, such as methyl phenylglyoxylate and methyl 2-oxocyclohexylacetate.
