63726-44-3Relevant academic research and scientific papers
Microbial synthesis of chiral intermediates for β-3-receptor agonists
Patel,Banerjee,Chu,Brozozowski,Nanduri,Szarka
, p. 1473 - 1482 (2007/10/03)
Chiral intermediates were prepared by biocatalytic processes for the chemical synthesis of β-3-receptor agonists. These include: (i) the microbial reduction of 4-benzyloxy-3-methanesulfonylamino-2′-bromoacetophenone 1 to the corresponding (R)-alcohol 2 by
Synthesis of dipeptides containing α-substituted amino acids; their use as chiral ligands in Lewis-acid-catalyzed reactions
Kaptein, Bernard,Monaco, Vania,Broxterman, Quirinus B.,Schoemaker, Hans E.,Kamphuis, Johan
, p. 231 - 238 (2007/10/02)
L-α-Methylphenylalanine, obtained by enzymatic resolution of the corresponding racemic amide with amidase from Ochrobactrum anthropi NCIMB 40321, was used in the synthesis of dipeptides containing α-substituted amino acids.The 2-hydroxynaphthalene-1-carboxaldehyde Schiff bases of the dipeptides (1 and 2) were tested as Ti(IV) and Al(III) complexes in asymmetric Lewis-acid-catalyzed reactions.Only the Al(III) complex of 2 showed moderate enantioselectivity in the cyanation reaction of benzaldehyde with TMS-CN.
Enzymatic resolution of α,α-disubstituted α-amino acid esters and amides
Kaptein,Boesten,Broxterman,Peters,Schoemaker,Kamphuis
, p. 1113 - 1116 (2007/10/02)
The scope and limitations of the enzymatic resolution of α,α-disubstituted α-amino acid amides by an amino acid amidase from Mycobacterium neoaurum and of the corresponding ethyl esters with Pig liver esterase (PLE) have been studied. Moderate enantiomeric excesses were obtained with PLE, with only a narrow substrate specificity. Mycobacterium neoaurum on the contrary yields a broad range of S-α,α-disubstituted α-amino acids 1 and the corresponding R-amides 2.
Synthesis of Optically Pure α-Alkylated α-Amino Acids and a Single-Step Method for Enatiomeric Excess Determination
Kruizinga, Wim H.,Bolster, John,Kellogg, Richard M.,Kamphuis, Johan,Boesten, Wilhelmus H. J.,et al.
, p. 1826 - 1827 (2007/10/02)
A method for the enzymatic resolution of the amides of some racemic α-alkylated amino acids is described as well as a method involving derivatization with (S)-2-chloropropionyl chloride followed by 1H NMR analysis to establish the enantiomeric excesses of the free amino acids.
AN ASYMMETRIC STRECKER SYNTHESIS OF (R)-(+)-2-METHYL-3-PHENYLALANINE: AN EFFICIENT PREPARATION
Subramanian, Pullachipatti K.,Woodard, Ronald W.
, p. 337 - 342 (2007/10/02)
A convenient four-step asymmetric Strecker synthesis, utilizing (S)-(-)-1-phenylethylamine as the chiral auxillary reagent, is described for the preparation of (R)-(+)-2-methyl-3-phenylalanine in >98percent enantiomeric excess.
