RT info:eu-repo/semantics/article
T1 Reversal of diastereoselectivity in the synthesis of Peptidomimetic 3‑Carboxamide-1,4-benzodiazepin-5-ones
A1 Pertejo Fernández, Pablo
A1 Corres, Nazaret
A1 Torroba Pérez, Tomás
A1 García Valverde, María
K1 Chemistry, Organic
K1 Química orgánica
AB Enantiopure 3-carboxamide-1,4-benzodiazepin-5-ones were synthesized via the Ugi reaction followed by the Staudinger/aza-Wittig or reduction reactions in only two steps. A complete reversal of diastereoselectivity was achieved depending on the cyclization methodology employed. The different orientation of the C3 substituent in our 3-substituted 1,4-benzodiazepin-5-ones with respect to the most studied 1,4-benzodiazepin-2-ones makes them complementary in the development of new drugs because the primary source of binding selectivity of 1,4-benzodiazepines is the selective recognition of ligand conformations by the receptor.
PB American Chemical Society
SN 1523-7060
YR 2015
FD 2015-02-06
LK http://hdl.handle.net/10259/4543
UL http://hdl.handle.net/10259/4543
LA eng
NO Ministerio de Economía y Competitividad, Spain (Project CTQ2012-31611), Junta de Castilla y León, Consejería de Educación y Cultura y Fondo Social Europeo (Project BU246A12-1) and the European Commission, Seventh Framework Programme (Project SNIFFER FP7-SEC-2012-312411).
DS Repositorio Institucional de la Universidad de Burgos
RD 04-dic-2024