646039-40-9

Upstream product

• 646039-38-5 [(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-(4-methoxy-phenyl)-methanol 
• 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 
• 646039-39-6 (3R,5R)-5-(4-Methoxy-benzyl)-1-(toluene-4-sulfonyl)-pyrrolidin-3-ol 

Downstream Products

• 620163-17-9 (1R,4S)-1-methyl-8-methoxy-3-(4-toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine 
• 620163-16-8 (2R,4S)-4-hydroxy-2-(4-methoxybenzyl)-4-methyl-1-(4-toluenesulfonyl)pyrrolidine 

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

An Efficient Synthesis of (1R,4S)-1-Methyl-8-methoxy-3-(4-toluenesulfonyl)- 2,3,4,5-tetrahydro-1,4-methano-3-benzazepine. A Formal Synthesis of (-)-Aphanorphine

We report a highly efficient synthesis of (1R,4S)-1-methyl-8-methoxy-3-(4- toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine in six steps from 5. The present work constitutes a new formal synthesis of marine alkaloid (-)-aphanorphine.