67462-20-8Relevant academic research and scientific papers
Synthesis and X-ray crystal structures of chiral, nonracemic 5,6-dihydro-4H-1,3,4-oxadiazines
Hitchcock, Shawn R.,Dean, Melissa A.,Kelley, Christopher J.,Edler, Kate L.,Ferrence, Gregory M.
scheme or table, p. 982 - 989 (2010/09/03)
A series of chiral, nonracemic oxadiazines have been prepared from (1R,2S)-ephedrine, (1R,2S)-norephedrine, and L-phenylalaninol. The synthesis of the Ephedra-based oxadiazines was accomplished by a process of N-nitrosation, reduction, acylation, and acid
Toward the development of a structurally novel class of chiral auxiliaries: Diastereoselective Aldol reactions of a (1R,2S)-ephedrine-based 3,4,5,6-tetrahydro-2H-1,3,4-oxadiazin-2-one
Casper, David M.,Burgeson, James R.,Esken, Joel M.,Ferrence, Gregory M.,Hitchcock, Shawn R.
, p. 3739 - 3742 (2007/10/03)
(equation Presented) 8 examples Asymmetric aldol addition reactions have been conducted with (1R,2S)-ephedrine-derived 3,4,5,6-tetrahydro-2H-1,3,4-oxadiazin-2-one (2). Diastereoselectivities range from 75:25 to 99:1 for the formation of the crude non-Evan
Inhibitors of copper-containing amine oxidases
-
, (2008/06/13)
The present invention is directed to hydrazono compounds that function as inhibitors of copper-containg amine oxidases commonly known as semicarbazide-sensitive amine oxidases (SSAO), including the human SSAO known as Vascular Adhesion Protein-1 (VAP-1).
X-ray crystallographic and 13C nuclear magnetic resonance studies of 3,4,5,6-tetrahydro-2H-1,3,4-oxadiazin-2-ones derived from ephedrine and pseudoephedrine
Hitchcock, Shawn R,Nora, George P,Casper, David M,Squire, Michael D,Maroules, Christopher D,Ferrence, Gregory M,Szczepura, Lisa F,Standard, Jean M
, p. 9789 - 9798 (2007/10/03)
3,4,5,6-Tetrahydro-2H-1,3,4-oxadiazin-2-ones derived from (1R,2S)-ephedrine and (1S,2S)-pseudoephedrine have been synthesized and their conformational properties have been examined. The ephedrine heterocycles 5-7a appear to favor one set of equilibrating
Biosynthesis of porphyrins and related macrocycles. Part 52.1'2 Synthesis of 1-SH11-4Hjporphobilinogen and the (11R)enantiomer for stereochemical studies on hydroxymethylbilane synthase (porphobilinogen deaminase)
Neidhart, Werner L.,Anderson, Paul C.,Hart, Graham J.,Battersby, Alan R.
, p. 2677 - 2689 (2007/10/03)
A synthetic route is devised for the synthesis of (115)-[11-2H,]porphobilinogen la and of the (1 lβ)-enantiomer Ib. Their absolute configurations and enantiomeric purity are established by degradation to a derivative of [2-2H,]glycine of known stereochemistry. Methods are then developed, based on the synthesis of chiral imidate esters, for determination of the configuration of [2H1]-labelled aminomethylpyrroles by converting them into [2H,]-labelled amidines followed by analysis using 'H-NMR. The labelled samples of PEG la and Ib serve as substrates for hydroxymethylbilane synthase and the products are trapped as [2H1]-labelIed aminomethylbilanes 7c and 7d. Their configurations are determined by the NMR assay to demonstrate that as PBG 1 is enzymically converted into the aminomethylbilane 7, there is overall retention of configuration at the aminomethyl carbon. The Royal Society of Chemistry 1999.
