64520-24-7

Upstream product

• 467-13-0 dihydrocodeinone 
• 65494-41-9 7,8-dihydrosinomenine 
• 871951-77-8 2-Bromo-6-methoxy-3-((E)-2-phenylsulfanyl-vinyl)-phenol 
• 871951-80-3 N-[2-(2-bromo-3-oxo-cyclohex-1-enyl)-ethyl]-4,N-dimethyl-benzenesulfonamide 

Downstream Products

• 64470-97-9 ent-4,5α-epoxy-3-methoxy-6-oxo-7β-phenylselanyl-morphinane-17-carboxylic acid ethyl ester 
• 847-86-9 Dihydrothebainon 

Relevant academic research and scientific papers

Enantioselective synthesis of (-)-dihydrocodeinone: A short formal synthesis of (-)-morphine

The radical cyclization approach to the morphine alkaloids has been applied in an asymmetric synthesis of (-)-dihydrocodeinone. A chiral cyclohexenol (R-32), from the CBS reduction of the enone, is the source of chirality. The first key step, tandem closure in which stereochemistry is controlled by geometric constraints, (-)-15b → (+)-16, was followed by an unprecedented reductive hydroamination, completing the synthesis of (-)-dihydroisocodeine ((-)-17) in 13 steps from commercially available materials.

Synthesis and biological activity of 8β-substituted hydrocodone indole and hydromorphone indole derivatives

The 8β-unsubstituted and substituted analogues of hydrocodone indole and hydromorphone indole were synthesized and their binding affinities to opioid receptors were determined. Introduction of an 8β-methyl group into the indolomorphinan nucleus increased