929641-33-8

Upstream product

• 929641-32-7 C₁₉H₁₉NO₃ 
• 917-54-4 methyllithium 
• 74-88-4 methyl iodide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 444313-68-2 (1R,4R)-N-benzoyl-2-oxa-5-azabicyclo[2.2.1]heptan-3-one 
• 51-35-4 4R-4-hydroxyproline 
• 31560-19-7 (2S,4R)-1-benzoyl-4-hydroxy-L-proline 
• 98-88-4 benzoyl chloride 
• 947280-04-8 C₁₉H₁₉NO₃ 
• 947280-03-7 C₁₉H₂₁NO₄ 
• 929641-31-6 C₁₉H₂₁NO₃ 
• 929641-30-5 C₂₁H₂₃NO₃S₂ 
• 929641-29-2 C₁₉H₁₉NO₄ 
• 929641-28-1 C₁₄H₁₈N₂O₄ 

Downstream Products

• 929641-34-9 (1S,4S)-N-benzoyl-8-methoxy-1-methyl-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine 
• 126551-98-2 (–)-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 concise formal synthesis of unnatural (+)-aphanorphine from (2S,4R)-4-hydroxyproline

(-)-Aphanorphine methyl ether was synthesized in ten steps from commercially available (2S,4R)-4-hydroxyproline, featuring the C-2 configuration inversion of an intermediate amide and intramolecular Friedel-Crafts reaction. The present work constitutes a