128677-95-2Relevant academic research and scientific papers
Stereoselective synthesis of β-alkylated α-amino acids via palladium-catalyzed alkylation of unactivated methylene C(sp3)-H Bonds with Primary Alkyl Halides
Zhang, Shu-Yu,Li, Qiong,He, Gang,Nack, William A.,Chen, Gong
, p. 12135 - 12141 (2013/09/02)
We report a new set of reactions based on the Pd-catalyzed alkylation of methylene C(sp3)-H bonds of aliphatic quinolyl carboxamides with α-haloacetate and methyl iodide and applications in the stereoselective synthesis of various β-alkylated α-amino acids. These reactions represent the first generally applicable method for the catalytic alkylation of unconstrained and unactivated methylene C-H bonds with high synthetic relevance. When applied with simple isotope-enriched reagents, they also provide a convenient and powerful means to site-selectively incorporate isotopes into the carbon scaffolds of amino acid compounds.
Discovery of potent and selective phenylalanine based dipeptidyl peptidase IV inhibitors
Xu, Jinyou,Wei, Lan,Mathvink, Robert,He, Jiafang,Park, You-Jung,He, Huaibing,Leiting, Barbara,Lyons, Kathryn A.,Marsilio, Frank,Patel, Reshma A.,Wu, Joseph K.,Thornberry, Nancy A.,Weber, Ann E.
, p. 2533 - 2536 (2007/10/03)
anti-Substituted β-methylphenylalanine derived amides have been shown to be potent DPP-IV inhibitors exhibiting excellent selectivity over both DPP8 and DPP9. These are among the most potent compounds reported to date lacking an electrophilic trap. The mo
A new strategy for the synthesis of four individual isomers of β-methylphenylalanine
Lung,Li,Lou,Hruby
, p. 57 - 61 (2007/10/02)
The application of an allylic strain effect in boron enolates and asymmetric Michael-like addition/electrophilic bromination reactions is reported for the asymmetric synthesis of the individual isomers of unusual constrained amino acids. For β-substituted
Exploration for Large-scale Stereoselective Synthesis of Unusual Amino Acids by using 4-Phenyoxazolidin-2-one as a New Chiral Resolution Reagent
Li, Guigen,Patel, Dinesh,Hruby, Victor J.
, p. 3057 - 3060 (2007/10/02)
Individual isomers of β-branched α-amino acids have been stereoselectively and asymmetrically synthesized in high yield by a new method which uses 4-phenyloxazolidin-2-one as a novel chiral resolution reagent acting simultaneously as the auxiliary.
Asymmetric synthesis of unusual amino acids: An efficient synthesis of optically pure isomers of β-methylphenylalanine
Dharanipragada,VanHulle,Bannister,Bear,Kennedy,Hruby
, p. 4733 - 4748 (2007/10/02)
Substitution of the diastereotopic β-hydrogens of many α-amino acids provides an approach to the three dimensional topographic control of peptide structure. Asymmetric synthesis of the desired amino acids is needed to facilitate these studies. All four in
ASYMMETRIC SYNTHESIS OF UNUSUAL AMINO ACIDS: SYNTHESIS OF OPTICALLY PURE ISOMERS OF β-METHYLPHENYLALANINE
Dharanipragada, Ramalinga,Nicolas, Ernesto,Toth, Geza,Hruby, Victor J.
, p. 6841 - 6844 (2007/10/02)
All the four individual isomers of β-methylphenylalanine have been synthesized in very high optical purities by utilizing in part the chiral imide enolate bromination methodology of Evans and co-workers.
