cas 50-12-4, (S)-MEPHENYTOIN | Articles data

Articles about 50-12-4Total 7 be found

Palladium Catalyzed C-Arylation of Amino Acid Derived Hydantoins
Palladium(II) trifluoroacetate (5 mol %) catalyzes the C-arylation of N,N-disubstituted hydantoins by aryl iodides in good yield. The reaction proceeds through base-promoted enolization of the amino acid derived hydantoins, and the resulting 5,5-disubstituted hydantoins may be deprotected at one or both N atoms to yield biologically active structures or alternatively hydrolyzed to the parent α-aryl α-amino acids. The reaction is successful with a variety of parent amino acids and a range of electron-rich and electron-poor aryl iodides.
Fernández-Nieto, Fernando,Mas Roselló, Josep,Lenoir, Simone,Hardy, Simon,Clayden, Jonathan
supporting information
p. 3838 - 3841
(2015/08/18)

Pseudoephedrine-Directed Asymmetric α-Arylation of α-Amino Acid Derivatives
Available α-amino acids undergo arylation at their α position in an enantioselective manner on treatment with base of N′-aryl urea derivatives ligated to pseudoephedrine as a chiral auxiliary. In situ silylation and enolization induces diastereoselective migration of the N′-aryl group to the α position of the amino acid, followed by ring closure to a hydantoin with concomitant explulsion of the recyclable auxiliary. The hydrolysis of the hydantoin products provides derivatives of quaternary amino acids. The arylation avoids the use of heavy-metal additives, and is successful with a range of amino acids and with aryl rings of varying electronic character.
Atkinson, Rachel C.,Fernández-Nieto, Fernando,Mas Rosell?, Josep,Clayden, Jonathan
supporting information
p. 8961 - 8965
(2015/08/03)

Intramolecular arylation of amino acid enolates
Dianionic enolates formed from N′-aryl urea derivatives of amino acids undergo intramolecular C-arylation by attack of the enolate anion on the N′-aryl ring, leading to a hydantoin derivative of a quaternary amino acid. In situ IR studies allow identification of four intermediates on the reaction pathway.
Atkinson, Rachel C.,Leonard, Daniel J.,Maury, Julien,Castagnolo, Daniele,Volz, Nicole,Clayden, Jonathan
supporting information
p. 9734 - 9736
(2013/10/21)

A high-yield selective N(3)-alkylation process of hydantoins using dimethylformamide dialkyl acetals
-
Poupaert,Smeyers,Bottcher
p. 431 - 434
(2007/10/02)

Chromatographic Resolutions of Racemates, XI. Comparison of Optically Active Polyamides and Cellulose Triacetate
On optically active polyacrylic and polymethacrylic amides (1a-e) as well as on microcrystalline cellulose triacetate (2), numerous racemates including drugs are separated at least partially, the amide 4f completely on cellulose triacetate.By repeated chromatography on the polyamide 1a, (+)- and (-)-mandelic acid (4a) and (+)-hexobarbital (9d) also were obtained optically pure.
Blaschke, Gottfried,Kraft, Horst Peter,Markgraf, Hildegunde
p. 3611 - 3617
(2007/10/02)

Photochemical degradation of barbituric acid derivatives. Part V: Photochemical conversion of methylphenobarbital to mephenytoin
-
Barton,Zurowska,Bojarski,Welna
p. 268 - 268
(2007/10/02)

Racemic and Optically Active Hydantoins from Disubstituted Cyanoacetic Acids
Starting from the chiral disubstituted cyanoacetic acids 1 the racemates and some enantiomers of the 5,5-disubstituted hydantoins 6 and of the 3-methylhydantoins 7 are synthesized via the isocyanates 3.Their absolute configurations are determined.
Knabe, Joachim,Wunn, Wolfgang
p. 538 - 543
(2007/10/02)