297748-83-5

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 216690-16-3 (3R)-methyl hydrogen 3-(4-fluorophenyl)pentane-1,5-dioate 

Downstream Products

• 130855-30-0 (+)-paroxetin 
• 105834-28-4 (-)trans-1-benzyl-4-(4-fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)piperidine 
• 297748-84-6 (3R,4S)-methyl-1-benzyl-4-(4-fluorophenyl)-2-oxopiperidine-3-carboxylate 
• 188869-25-2 (-)-trans-1-benzyl-3-hydroxymethyl-4-(4-fluorophenyl)piperidine 
• 177966-75-5 (4S)-1-(phenylmethyl)-4-(4-fluorophenyl)piperidin-2-one 

Relevant academic research and scientific papers

Asymmetric synthesis of (-)-paroxetine using PLE hydrolysis

(-)-Paroxetine hydrochloride was produced asymmetrically in seven steps starting from 4-fluoro-benzaldehyde. The stereocenter at C-4 was initially set through desymmetrization of glutaric acid bis methyl ester 4 by PLE hydrolysis. A unique one-pot reduction-alkylation procedure was then developed to provide entry to lactam 2 with the appropriate absolute stereochemistry. (C) 2000 Elsevier Science Ltd.