Synthesis of (4S)-hydroxymethyl-(2R)-(2-propyl)-butyrolactone: A quest for a practical route to an important hydroxyethylene isostere chiron

Solid-Phase Synthesis of Heterocycles Containing an 1-Acyl-3-oxopiperazine Skeleton

“…From a structural point of view, these classes of compounds constitute interesting examples of conformationally rigid peptidomimetic cyclic molecules. In particular, bicyclic 3-oxopiperazinone 2b represents an interesting probe for a constrained type-I β-turn motif with an inherent potential for combinatorial exploration of functional diversity …”

Parallel Synthesis of 3-Amino-4H-Quinolizin-4-ones, Fused 3-Amino-4H-Pyrimidin-4-ones, and Fused 3-Amino-2H-Pyran-2-ones

“…Functionalized heterocycles are interesting scaffolds for the preparation of diversity-oriented compound libraries for medicinal and pharmaceutical applications. − Due to their ability to mimic structures of peptides, as well as their ability to reversibly bind proteins, various 5,5-, 5,6-, 6,7-, and 6,8-fused saturated heterocycles with a dipeptide structural motif have recently been prepared as conformationally constrained mimetics of dipeptides. , In this context, also the unsaturated bicyclic systems, such as quinolizinones, fused 4 H -pyrimidin-4-ones, and fused 2 H -pyran-2-ones, represent useful scaffolds for various biological and pharmaceutical applications. For example, 4 H -quinolizin-4-one derivatives exhibit antimicrobial, − integrin inhibition, and antiallergic activity, , and ethyl 1-(2,7-dihalo-6-hydroxy-3-oxo-3 H -xanthen-9-yl)-4-oxo-4 H -quinolizine-3-carboxylates and tert -butyl 6-(6-hydroxy-3-oxo-3 H -xanthen-9-yl)-4-oxo-2 H -chromene-3-carboxylate have been designed, synthesized, and applied as highly sensitive and selective probes in intracellular 3D Mg 2+ imaging .…”

Parallel Solution-Phase Synthesis of (Z)-3-(Arylamino)-2,3-dehydroalanine Derivatives and Solid-Phase Synthesis of Fused Pyrimidones

“…In organic synthesis, especially in combinatorial chemistry, the use of versatile scaffolds, synthons, building blocks, and reagents is of great interest, since they enable the preparation of diversity-oriented compound libraries for medicinal and pharmaceutical aplications. − Especially, functionalized and highly substituted heterocycles have recently been found to be interesting scaffolds and target compounds due to their ability to mimic structures of peptides as well as their ability to bind reversibly to proteins. , On the other hand, α,β-unsaturated amino acids and their derivatives represent an important class of compounds having several applications, particularly as biologically active substrates or their constituents and as key intermediates in the synthesis of nonproteinogenic amino acids and heterocycles. − …”