87974-77-4Relevant academic research and scientific papers
A facile synthesis of (S)-gizzerosine, a potent agonist of the histamine H2-receptor
Fanning, Kate N.,Sutherland, Andrew
, p. 8479 - 8481 (2008/03/13)
A simple and direct approach for the synthesis of (S)-gizzerosine, an amino acid responsible for the disease, black vomit, and a potent histamine H2-receptor, has been developed in 10 steps and in 31% overall yield from l-aspartic acid. The key steps involved a two-carbon homologation of an l-aspartic acid semi-aldehyde and direct alkylation of unprotected histamine with a 6-hydroxynorleucine derivative.
Design of small molecule ketoamide-based inhibitors of cathepsin K
Catalano, John G.,Deaton, David N.,Long, Stacey T.,McFadyen, Robert B.,Miller, Larry R.,Payne, J. Alan,Wells-Knecht, Kevin J.,Wright, Lois L.
, p. 719 - 722 (2007/10/03)
A novel series of ketoamide-based inhibitors of cathepsin K has been identified. Modifications to P2 and P3 elements were crucial to enhancing inhibitory activity. Although not optimized, a selected inhibitor was effective in attenua
Versatile synthons for optically pure alpha-amino aldehydes and alpha-amino acids: (+)- and (-)-4,5-dialkoxy-2-oxazolidinones.
Morita,Nagasawa,Yahiro,Matsunaga,Kunieda
, p. 897 - 899 (2007/10/03)
Both enantiomers of trans-5-benzyloxy-4-methoxy- (BMOx) and trans-4,5-dimethoxy-2-oxazolidinones (DMOx), which are readily accessible from simple 2-oxazolone heterocycles, represent good candidates for a new class of chiral synthons for use in the preparation of optically pure alpha-amino aldehydes and alpha-amino acids, respectively.
LES ORGANOCUPRATES DANS UNE NOUVELLE SYNTHESE D'AMINOACIDES ENANTIOMERIQUEMENT PURS
Bajgrowicz, J. A.,Hallaoui, A. El,Jacquier, R.,Pigiere, Ch.,Viallefont, Ph.
, p. 1833 - 1845 (2007/10/02)
A new general method of synthesis of optically pure α- amino esters was elaborated during studies on the reaction of organocuprates with tosyl and halogeno derivatives of L-serine and L-homoserine.
ORGANOCUPRATES MEDIATED CARBON-CARBON BOND FORMATION IN γ POSITION OF α-AMINO ESTERS WITHOUT RACEMISATION
Bajgrowicz, J. A.,Hallaoui El, A.,Jacquier, R.,Pigiere, Ch.,Viallefont, Ph.
, p. 2231 - 2234 (2007/10/02)
A new general method of synthesis of optically pure α-amino esters by action of organocuprates on t-butyloxycarbonyl-L-α-amino-γ-bromobutyric acid methyl ester is described.
LITHIUM DIORGANOCUPRATE REACTIONS WITH L-SERINE DERIVATIVES
Bajgrowicz, J. A.,Hallaoui, A. El,Jacquier, R.,Pigiere, Ch.,Viallefont, Ph.
, p. 2759 - 2762 (2007/10/02)
The lithium diorganocuprate reactions with L-serine derivatives are studied.Retention of configuration, or at least a high enantiomeric excess (> 80percent) of the formed α-amino esters is observed in all cases.Attempts are made to restrict side-reactions.
