349078-85-9

Upstream product

• 349078-83-7 Acetic acid (Z)-(S)-3-(3,4-dimethoxy-phenyl)-1,4-dimethyl-pent-2-enyl ester 

Downstream Products

• 349078-92-8 (4E,3S)-(+)-3-(3,4-dimethoxyphenyl)-3-isopropylhex-4-enyl tosylate 
• 349079-02-3 (5E,4S)-(+)-4-(3,4-dimethoxyphenyl)-4-isopropylhept-5-enyl acetate 
• 255721-22-3 (4R)-(+)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl acetate 
• 349078-96-2 (5E,4S)-(+)-4-(3,4-dimethoxyphenyl)-4-isopropylhept-5-enoic acid 
• 349079-04-5 (4R)-(+)-4-(3,4-dimethoxyphenyl)-4-formyl-5-methylhexyl acetate 
• 349078-98-4 methyl (5E,4S)-(+)-4-(3,4-dimethoxyphenyl)-4-isopropylhept-5-enoate 
• 349079-00-1 (5E,4S)-(+)-4-(3,4-dimethoxyphenyl)-4-isopropylhept-5-en-1-ol 
• 349078-94-0 (5E,4S)-(+)-4-(3,4-dimethoxyphenyl)-4-isopropylhept-5-enenitrile 
• 349078-90-6 (4E,3S)-(+)-3-(3,4-dimethoxyphenyl)-3-isopropylhex-4-enol 
• 38176-01-1 (2R)-(+)-5-chloro-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile 
• 36622-26-1 (2S)-(-)-5-chloro-2-(3,4-dimethoxyphenyl)-2-isopropylpentanenitrile 
• 36622-29-4 (S)-verapamil 
• 36770-70-4 (2R)-(+)-2-(3,4-dimethoxyphenyl)-5-hydroxy-2-isopropylpentanenitrile 
• 36770-70-4 (2S)-(-)-2-(3,4-dimethoxyphenyl)-5-hydroxy-2-isopropylpentanenitrile 

Relevant academic research and scientific papers

Enzyme-mediated synthesis of (S)- And (R)-verapamil

A lipase-mediated synthesis of (S)- And (R)-verapamil is described. The key steps of the synthetic sequence are the enantioselective acetylation, mediated by Lipase PS, of allylic alcohol (Z)-(±)-2, affording the acetate derivative (Z,R)-(-)-3 (ee 92%) and the Ireland-Claisen rearrangement of this latter and of its enantiomer (Z,S)-(+)-3 (ee 92%) to afford acid derivatives (E,R)-(-)-4 (ee 94%) and (E,S)-(+)-4 (ee 93%), precursors of (S)- and (R)-verapamil, respectively.