365515-83-9

Upstream product

• 85-44-9 phthalic anhydride 
• 50919-07-8 1-(3-methoxy-phenyl)-ethylamine 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 
• 136918-14-4 phthalimide 
• 89691-63-4 1-(3-methoxy)-phenylethanol 

Downstream Products

• 365515-85-1 3-Hydroxy-2-[1-(3-methoxyphenyl)ethyl]-3-phenyl-2,3-dihydro-1H-isoindol-1-one 
• 50919-07-8 1-(3-methoxy-phenyl)-ethylamine 

Relevant academic research and scientific papers

Stereoselectivity of cyclisations via N-acyliminium ions to form pyrido[2′,3′:3,4]pyrrolo[2,1-a]isoindole, -isoquinoline and -benz[c]azepine ring systems

Pyrido[2′,3′:3,4]pyrrolo[2,1-a]isoindole, -isoquinoline and -benz[c]azepine derivatives are obtained by heating in polyphosphoric acid (PPA) appropriate hydroxy lactam precursors derived from pyridine-2,3-dicarboximides. The stereoselectivity of ring closure is rationalised by considering the development of A(1,3) strain in the cyclisation step from N-acyliminium ion intermediates.

Chemoenzymatic synthesis of rivastigmine based on lipase-catalyzed processes

(Chemical Equation Presented) A straightforward chemoenzymatic synthesis of enantiomerically pure rivastigmine has been efficiently carried out under mild reaction conditions, with Candida antarctica lipase B responsible for the stereoselective acetylation of the corresponding (R)-alcohol or amine. An exhaustive enzymatic study has been developed exploring the possibilities of carry out enzyme recycling, scaling up the enzymatic process and development of a dynamic kinetic resolution procedure for the production of adequate enantiomerically pure precursors of rivastigmine. Total chemoenzymatic synthesis of this pharmaceutical has been performed in good overall yield from commercially available 3-methoxyacetophenone.