349446-95-3

Upstream product

• 349446-91-9 (3S,1'S)-3-(4-fluorophenyl)-5-oxo-5-(1'-phenylethylamino)pentanoic acid 
• 349446-93-1 (3S)-5-bromo-3-(4-fluorophenyl)pentanoic acid (1S)-1-phenylethylamide 
• 349446-92-0 (3R)-3-(4-fluorophenyl)-5-hydroxypentanoic acid (1S)-1-phenylethylamide 
• 349446-90-8 2-(4-fluorophenyl)-1,1,3-trimethoxy carbonyl propane 
• 100891-10-9 methyl p-fluorocinnamate 
• 3449-63-6 3-(4-fluorophenyl)pentan-1,5-dioic acid 
• 459-32-5 4-fluorocinnamic acid 
• 4926-12-9 4-(4-fluorophenyl)dihydropyran-2,6(3H)-dione 
• 79-22-1 methyl chloroformate 
• 349446-94-2 (4R,1'S)-4-(4-fluorophenyl)-1-(1'-phenylethyl)piperidin-2-one 

Downstream Products

• 349446-97-5 Methanesulfonic acid (3S,4R)-4-(4-fluoro-phenyl)-1-((S)-1-phenyl-ethyl)-piperidin-3-ylmethyl ester 
• 349446-96-4 {(3S,4R)-4-(p-fluorophenyl)-3-(hydroxymethyl)-1-[1-(S)-phenylethyl]}piperidine 

Relevant academic research and scientific papers

Practical syntheses of chiral trans-3, 4-disubstituted piperidines and the intermediates

A new method for the preparation of chiral 4-substituted 2-piperidinones, trans-3,4-disubstituted 2-piperidinones, and trans-3,4-disubstituted piperidines is invented. Chiral paroxetine can be obtained from a chiral trans-3,4-disubstituted piperidine intermediate in high purity and good selectivity.

Asymmetric syntheses of trans-3,4-disubstituted 2-piperidinones and piperidines

A convenient and practical method for the preparation of chiral 4-aryl-2-piperidinone from 3-arylglutaric anhydride and (S)-methylbenzylamine is described. Acylation or alkylation at the α-carbon of the chiral 4-aryl-2-piperidinone product afforded chiral trans-3,4-disubstituted 2-piperidinone derivatives and reduction of the chiral 2-piperidinones with lithium aluminum hydride provided the corresponding enantiomerically pure trans-3,4-disubstituted piperidines. This methodology has been successfully applied to the synthesis of the anti-depressant paroxetine.