68906-71-8Relevant academic research and scientific papers
Bicyclic cyanothiazolidines as novel dipeptidyl peptidase 4 inhibitors
Betancort, Juan M.,Winn, David T.,Liu, Ruzhang,Xu, Quansheng,Liu, Junjuan,Liao, Wensheng,Chen, Shu-Hui,Carney, David,Hanway, Denise,Schmeits, James,Li, Xinqiang,Gordon, Eric,Campbell, David A.
scheme or table, p. 4437 - 4440 (2010/04/05)
The synthesis and biochemical evaluation of novel cyanothiazolidine inhibitors of dipeptidyl peptidase 4 (DPP4) is described. Their main structural feature is a constrained bicyclic core that prevents the intramolecular formation of inactive cyclic species. The inhibitors show good to moderate biochemical potency against DPP4 and display distinct selectivity profiles towards DPP7, DPP8 and DPP9 depending on their substitution.
Facile synthesis of β-amino disulfides, cystines, and their direct incorporation into peptides
Nasir Baig,Kanimozhi, Catherine K.,Sudhir, V. Sai,Chandrasekaran, Srinivasan
scheme or table, p. 1227 - 1232 (2009/09/06)
Herein, we report a simple and efficient methodology for the synthesis of β-amino disulfides by regioselective ring opening of sulfamidates with benzyltriethylammonium tetrathiomolybdate [BnNEt3] 2MoS4. Stability and reactivity of different protecting groups under the reaction conditions have been discussed. This methodology has also been extended to serine and threonine derived sulfamidates to furnish cystine and 3,3′-dimethyl cystine derivatives. Georg Thieme Verlag.
Indium-silver- and zinc-silver-mediated barbier-grignard-type alkylation reactions of imines by using unactivated alkyl halides in aqueous media
Shen, Zhi-Liang,Cheong, Hao-Lun,Loh, Teck-Peng
experimental part, p. 1875 - 1880 (2009/04/06)
In the presence of In or Zn/AgI/InCl3, an efficient and practical method for the Barbier-Grignard-type alkylation reactions of simple imines by using a one-pot condensation of various aldehydes, amines (including the aliphatic and chiral version), and secondary alkyl iodides has been developed. The reaction proceeded more efficiently in water than in organic solvents. Without the use of CuI, it mainly gave the imine self-reductive coupling product, which was not the alkylated product. Good diastereoselectivities (up to 92:8 dr) were obtained when L-valine methyl ester was used as the substrate.
Anti-MRSA agent discovery using diversity-oriented synthesis
Thomas, Gemma L.,Spandl, Richard J.,Glansdorp, Freija G.,Welch, Martin,Bender, Andreas,Cockfield, Joshua,Lindsay, Jodi A.,Bryant, Clare,Brown, Derek F. J.,Loiseleur, Olivier,Rudyk, Helene,Ladlow, Mark,Spring, David R.
supporting information; experimental part, p. 2808 - 2812 (2009/02/06)
Beating the superbugs: Diversity-oriented synthesis using a solid-supported phosphonate unit to synthesize 242 drug-like compounds based on 18 natural-productlike scaffolds led to the discovery of gemmacin (see scheme). This new structural class of antibiotic is active towards methicillin-resistant Staphylococcus aureus (MRSA). (Chemical Equation Presented).
Stereoselective synthesis of β-lactams by condensation of titanium enolates of 2-pyridyl thioesters with imines bearing a chiral auxiliary
Annunziata, Rita,Benaglia, Maurizio,Cinquini, Mauro,Cozzi, Franco,Raimondi, Laura
, p. 9471 - 9486 (2007/10/02)
Several amines have been tested as chiral auxiliaries in the stereoselective synthesis of β-lactams by condensation of the titanium enolates of 2-pyridyl thioesters with chiral imines. The amines were selected among the following classes of compounds: ben
Process for the preparation of optically active α-amino acids and their derivatives
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, (2008/06/13)
A chiral α-amino acid having a hydrogen substituent in a position alpha to the carboxylic function thereof is prepared by subjecting a corresponding optical antipode with a chiral amino acid to a strong base whereby the proton in a position alpha to the carboxylic function is removed and thereafter reacting the resulting product with a chiral protonation agent.
