Synthesis of homochiral piperidine derivatives from S-glutamic acid. Stereoselective 1,4-addition of organocuprates to a Δ3-piperidine-2-one. A paroxetine analogue

Add time:07/29/2019    Source:sciencedirect.com

Enantiomerically pure S-5-hydroxy-2-piperidinone 4, readily available from S-glutamic acid, serves as a key intermediate for the synthesis of 3,4-trans substituted piperidine derivatives. The substituents in the 4-position are introduced via 1,4 conjugate organocuprate addition to 7 with excellent trans selectivity. This reaction is employed for the synthesis of a paroxetine analogue 21g. All attempts to transform 16 to (+)-meroquinene 17 failed.

We also recommend Trading Suppliers and Manufacturers of 4-(1H-IMIDAZOLE-4(5)-YL) PIPERIDINE (cas 106243-23-6). Pls Click Website Link as below: cas 106243-23-6 suppliers

Prev:Structural modifications of 4-aryl-4-oxo-2-aminylbutanamides and their acetyl- and butyrylcholinesterase inhibitory activity. Investigation of AChE–ligand interactions by docking calculations and molecular dynamics simulations
Next:5-Benzyl-4-[3-(1H-imidazol-1-yl)propyl]- 2H-1,2,4-triazol-3(4H)-ones: Synthesis, spectroscopic characterization, crystal structure and a comparison of theoretical and experimental IR results by DFT calculations)