37577-32-5Relevant academic research and scientific papers
Carbon dioxide as a carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas: Scope and limitations
Paz, Jairo,Perez-Balado, Carlos,Iglesias, Beatriz,Munoz, Luis
supporting information; experimental part, p. 3037 - 3046 (2010/07/15)
Carbon dioxide can be used as a convenient carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas. The transient carbamate anion generated by treating a primary or secondary amine group in basic media can be activated with phosphorylating agents such as Diphenylphosphoryl azide (DPPA) and Diphenyl chlorophosphate (DPPCl) but also with other types of electrophiles such as SOCl2, TsCl, or AcCl. The intramolecular trapping of the activated carbamate by a hydroxyl group leads to the formation of 2-oxazolidinones or 2-oxazinones in good to excellent yields. This methodology was successfully applied to the synthesis of cyclic ureas up to 7-membered rings from the corresponding diamines.
Synthesis and structure-activity relationships of trisubstituted phenyl urea derivatives as neuropeptide Y5 receptor antagonists
Fotsch,Sonnenberg,Chen,Hale,Karbon,Norman
, p. 2344 - 2356 (2007/10/03)
1-((1R,2R)-2-Hydroxy-1-methyl-2-phenylethyl)-1-methyl-3-(4-phenoxyphenyl)urea (1) was identified as a hit from the screening of the neuropeptide Y5 (NPY5) receptor. This lead was optimized for in vitro potency by changing the stereochemistry, the phenylethyl segment, the urea portion, and the 4-phenoxyphenyl group on the molecule. Over 40 analogues of 1 were prepared to study the structure-activity relationship for this series. The most potent compounds in this class have IC50S less than 0.1 nM at the NPY5 receptor (e.g., 40f, 44a, and 47). To determine the functional activity for this series of compounds, selected analogues were tested in a cellular assay measuring forskolin-induced cyclic AMP accumulation in 293 cells transfected with the human NPY5 receptor. All urea analogues tested in the functional assay acted as antagonists (e.g., 1, 32, 40a, and 44e).
Polymer-bound N-Alkylnorephedrines as Efficient Chiral Catalysts for the Enantioselective Addition of Dialkylzincs to both Aromatic and Aliphatic Aldehydes
Soai, Kenso,Niwa, Seiji,Watanabe, Masami
, p. 109 - 113 (2007/10/02)
Polymer-bound N-alkylnorephedrines are recyclable catalysts of the enantioselective addition of dialkylzincs to both aromatic and aliphatic aldehydes.Optically active aromatic and aliphatic secondary alcohols are obtained in high enantiomeric excess.The c
