28267-25-6Relevant academic research and scientific papers
An Efficient Two-Step Preparation of α-, β-, γ- or δ-Amino Acids from 2-Pyrazinones, 2-Hydroxypyrimidines or 2-Pyridones Respectively
Zacharie, Boulos,Abbott, Shaun D.,Baigent, Christopher B.,Doyle, Christopher,Yalagala, Ravi Shekar
, p. 6486 - 6493 (2018/11/23)
A practical and efficient two-step procedure is reported for the preparation of a variety of α-, β-, γ- and δ-amino acids from 2-pyridone, 2-pyrazinone or 2-hydroxypyrimidine and derivatives. The procedure is amenable to scale-up and in most cases no chromatographic purification of the product is required. This approach is useful, especially in the synthesis of amino acids or deuterated amino acids that are not obtained by other methods.
Synthesis and conformational analysis of 1,3,2-diazaphosphorino[6,1-a] isoquinolines, a new ring system
Zalán, Zita,Martinek, Tamás A.,Lázár, László,Fül?p, Ferenc
, p. 9117 - 9125 (2007/10/03)
Through ring-closure reactions of N- or 1′-substituted 1-(2′-aminoethyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolines (5a-e) with phenylphosphonyl dichloride, 1- or 3-substituted 4-phenyl-1,3,4,6,7,11b- tetrahydro-2H-1,3,2-diazaphosphorino[6,1-a]isoquinolin-4-one diastereomers (7a-e and 8a-c,e), the first representatives of a new ring system, were prepared. The diastereomeric ratios in the cyclizations and the conformer (A-E) populations of the nitrogen-bridged tricyclic systems (7 and 8) were strongly influenced by the N- and 1′-substituents of the starting diamines. The conformational analysis of compounds 7 and 8 was performed by 1H, 13C and 31P NMR methods.
The Stereochemistry of Organometallic Compounds. XXXII. Hydrocyanation of Derivatives of Amino Alkynes
Jackson, W. Roy,Perlmutter, Patrick,Smallridge, Andrew J.
, p. 1201 - 1208 (2007/10/02)
The hydrocyanation of a range of amino alkyne derivatives has been studied by using nickel-based catalyst systems.The phthalimido derivatives have been shown to give good yields of unsaturated cyano amine derivatives, and some of these have been converted into both saturated and unsaturated amino acids.
Synthesis and Stabilisation of Isocyanatoketenes
Mormann, Werner,Hoffmann, Silke,Hoffmann, Walter
, p. 285 - 290 (2007/10/02)
The isocyanatocarbonyl chlorides 1a-m were prepared and converted to the corresponding isocyanatoketenes 2a-m by means of hydrogen chloride elimination with triethylamine. (Isocyanatoalkyl)ketenes with less then three carbon atoms between the functional groups yield crosslinked and oligomeric products, respectively, by intermolecular reaction of the different heterocumulene systems. (ω-Isocyanatoalkyl)aldoketenes with three and more carbon atoms between the functional groups (2d-h) stabilize uniformly by -cycloaddition of the ketene groups to yield 3-(ω-isocyanatoalkyl)-4-(ω-isocyanatoalkylidene)-2-oxetanones (3d-h) (diisocyanatodiketenes). (4-Isocyanatophenyl)ketene (2l) and (3-isocyanato-1,5-pentanediyl)ketene (2k) stabilize in analogy to the unsubstituted parent compounds to give 6l and 4k, respectively.
