Preparation of Phosphostatine Analogues From L-amino acids

dc.creatorDE LA CRUZ CORDERO, RICARDO ABRAHAM; 121952
dc.creatorLABASTIDA GALVAN, VICTORIA; 509032
dc.creatorFERNANDEZ ZERTUCHE, MARIO; 15480
dc.creatorORDOÑEZ PALACIOS, JOSE MARIO; 16485
dc.creatorDE LA CRUZ CORDERO, RICARDO ABRAHAM
dc.creatorLABASTIDA GALVAN, VICTORIA
dc.creatorFERNANDEZ ZERTUCHE, MARIO
dc.creatorORDOÑEZ PALACIOS, JOSE MARIO
dc.date2016-03-16T17:17:29Z
dc.date2016-03-16T17:17:29Z
dc.date2005
dc.identifierhttp://www.redalyc.org/articulo.oa?id=47549404
dc.identifierhttp://hdl.handle.net/20.500.11799/39328
dc.descriptionReduction of (3S)-N,N-dibenzylamino-2-ketophosphonates 9a-d derived from L-amino acids was carried out with catecholborane at -20 oC to afford the (3S)-N,N-dibenzylamino-(2R)-hydroxy-phosphonates syn-10a-d, whereas the reduction of (3S)-N-benzylamino-2- ketophosphonates 13a-d with Zn(BH4)2 at -78 oC yield (3S)-N-benzylamino-( 2S)-hydroxyphosphonates anti-14a-d. The reduction in both cases was in good chemical yields and with high diastereoselectivity. The hydrolysis and hydrogenolysis of 10a-d and 14a-d afford the (3S)-amino-(2R)-hydroxyphosphonic acids 6 and (3S)-amino-(2S)- hydroxyphosphonic acids 7, respectively, which are analogues of phosphostatine.
dc.formatapplication/pdf
dc.languageeng
dc.publisherSociedad Química de México
dc.relationhttp://www.redalyc.org/revista.oa?id=475
dc.rightsopenAccess
dc.rightshttp://creativecommons.org/licenses/by-nc-nd/4.0
dc.sourceJournal of the Mexican Chemical Society (México) Num.4 Vol.49
dc.subjectQuímica
dc.subjectPhosphostatine
dc.subjectaminophosphonic acids
dc.subjectβ-ketophosphonates,
dc.subjectdiastereoselective reduction
dc.subjectBIOLOGÍA Y QUÍMICA
dc.titlePreparation of Phosphostatine Analogues From L-amino acids
dc.typeArtículo
dc.typearticle


Este ítem pertenece a la siguiente institución