620163-16-8

Upstream product

• 620163-19-1 (2R,4R)-N-[(1-(4-methoxyphenyl)-4-methyl-4,5-epoxy)-pentyl]-4-toluenesulfonamide 
• 646039-39-6 (3R,5R)-5-(4-Methoxy-benzyl)-1-(toluene-4-sulfonyl)-pyrrolidin-3-ol 
• 646039-38-5 [(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-(4-methoxy-phenyl)-methanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 261157-02-2 (2S,4R)-1-(4-methylphenyl)sulfonyl-2-hydroxymethyl-4-(t-butyldimethylsilanyloxy)pyrrolidine 
• 863396-18-3 (2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidine-2-carbaldehyde 
• 646039-40-9 (R)-5-(4-Methoxy-benzyl)-1-(toluene-4-sulfonyl)-pyrrolidin-3-one 
• 74-88-4 methyl iodide 

Downstream Products

• 620163-17-9 (1R,4S)-1-methyl-8-methoxy-3-(4-toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine 
• 128524-63-0 (+)-8-O-methylaphanorphine 

Relevant academic research and scientific papers

Formal syntheses of (-)- and (+)-aphanorphine from (2S,4R)-4-hydroxyproline

We describe the efficient formal syntheses of both natural (-)-aphanorphine and unnatural (+)-aphanorphine from the same commercially available amino acid, (2S,4R)-4-hydroxyproline. The tricyclic framework was constructed by intramolecular Friedel-Crafts

A facile asymmetric route to (-)-aphanorphine

8O-Methylaphanorphine was synthesized from 4-methoxyphenylacetaldehyde in 36% overall yield and in nine steps, featuring the formation of ring B via a Friedel-Crafts alkylative cyclization with the concomitant stereospecific introduction of the benzylic q