166945-52-4Relevant articles and documents
A fluorous capping strategy for Fmoc-based automated and manual solid-phase peptide synthesis
Montanari, Vittorio,Kumar, Krishna
, p. 874 - 877 (2006)
Just add water: Peptides synthesized by the use of standardized Fmoc protocols with commercial automated synthesizers can be purified from deletion products by simple centrifugation of aqueous solutions. The deletion products are capped with fluorous triv
Highly modular dipeptide-like organocatalysts for direct asymmetric aldol reactions in brine
Hu, Xiao-Mu,Zhang, Dong-Xu,Zhang, Sheng-Yong,Wang, Ping-An
, p. 39557 - 39564 (2015/05/20)
A novel series of dipeptide-like organocatalysts derived from proline, amino acids and primary amines have been prepared for direct asymmetric aldol reactions between various aromatic aldehydes and acetone to afford aldol products in good yields (up to 82%) and moderate enantioselectivities (up to 67% ee) with only 1 mol% of catalyst-loading in brine. Under the same conditions, the direct asymmetric aldol reactions of aromatic aldehydes and cyclohexanone give aldol products with high yields (up to 91%) and moderate to good enantioselectivities (up to 88% ee) and excellent diastereoselectivities (up to 99% dr). These organocatalysts are easily synthesized from commercially available materials in multi-gram scale with high modularity in their structural and stereogenic properties.
Identification and SAR of Glycine Benzamides as Potent Agonists for the GPR139 Receptor
Dvorak, Curt A.,Coate, Heather,Nepomuceno, Diane,Wennerholm, Michelle,Kuei, Chester,Lord, Brian,Woody, David,Bonaventure, Pascal,Liu, Changlu,Lovenberg, Timothy,Carruthers, Nicholas I.
supporting information, p. 1015 - 1018 (2015/09/22)
A focused high throughput screening for GPR139 was completed for a select 100K compounds, and new agonist leads were identified. Subsequent analysis and structure-activity relationship studies identified (S)-3-chloro-N-(2-oxo-2-((1-phenylethyl)amino)ethyl
Proline-based dipeptides with two amide units as organocatalyst for the asymmetric aldol reaction of cyclohexanone with aldehydes
Chen, Fubin,Huang, Shi,Zhang, Hui,Liu, Fengying,Peng, Yungui
, p. 9585 - 9591 (2008/12/22)
A series of proline-based dipeptide organocatalysts with two amide units (1-16) have been developed and evaluated in the direct catalytic asymmetric aldol reactions of aldehydes with cyclohexanone. These catalysts showed good solubility in organic solvents compared with their corresponding carboxyl terminal dipeptides. The robust amide bond formation allowed structural modifications and fine tuning of catalyst properties by varying the stereo and electronic effects of the terminal amide to affect the ability of hydrogen bonding formation between the catalysts and the substrates. The reactions proceeded smoothly in high yields (up to 99%), enantioselectivities (up to 98% ee) and anti-diastereoselectivities (up to 99:1) in the presence of bifunctional organocatalyst 4 under the optimal reaction conditions.
Enantioswitchable catalysts for the asymmetric transfer hydrogenation of aryl alkyl ketones
Zaitsev, Alexey B.,Adolfsson, Hans
, p. 5129 - 5132 (2007/10/03)
(Chemical Equation Presented) A subtle change in the ligand structure, replacing the carbonyl oxygen with sulfur in simple α-amino acid amides, resulted in a dramatic activity and selectivity improvement in the rhodium- or ruthenium-catalyzed reduction of ketones under hydrogen transfer conditions. In addition, in most cases, a switch of the product's absolute configuration was observed on going from amides to the corresponding thioamides. Under optimized conditions, we obtained the secondary alcohol products in high yield and enantioselectivity (up to 97% ee) using only 0.25 mol % catalyst loading.
