1.
J Org Chem
; 87(16): 11261-11273, 2022 08 19.
Artigo
em Inglês
| MEDLINE
| ID: mdl-35900070
RESUMO
We communicate a versatile synthetic approach to C-3 disubstituted 2-oxa-5-azabicyclo[2.2.1]heptanes as carbon-atom bridged morpholines, starting with 4R-hydroxy-l-proline as a chiron. Attaching an acetic acid moiety on the C-3 carbon of the 2-oxa-5-azabicyclo[2.2.1]heptane core reveals the framework of an embedded γ-amino butyric acid (GABA). Variations in the nature of the substituent on the tertiary C-3 atom with different alkyls or aryls led to backbone-constrained analogues of the U.S. Food and Drug Administration-approved drugs baclofen and pregabalin.
Assuntos
Aminoácidos , Heptanos , Carbono , Heptanos/química , Prolina , Estereoisomerismo
2.
J Glob Health
; 10(2): 0203104, 2020 Dec.
Artigo
em Inglês
| MEDLINE
| ID: mdl-33343891