61273-80-1

Upstream product

• 2039-67-0 2-(3-methoxyphenyl)-1-ethanamine 
• 95-88-5 4-Chlororesorcinol 
• 860461-50-3 C₁₇H₁₈ClNO₄ 

Downstream Products

• 871951-80-3 N-[2-(2-bromo-3-oxo-cyclohex-1-enyl)-ethyl]-4,N-dimethyl-benzenesulfonamide 
• 872033-94-8 N-(2-((3R,3aR,3a1S,9aS)-3-hydroxy-5-methoxy-1,2,3,3a,3a1,9a-hexahydrophenanthro[4,5-bcd]furan-3a1-yl)ethyl)-N,4-dimethylbenzenesulfonamide 

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.

METHOD FOR SELECTIVE REDUCTION OF AROMATIC COMPOUNDS

A method for the selective reduction of an aromatic compound. The present invention provides a method for preventing the reduction of at least one halogen substituted aromatic ring of an aromatic compound, while allowing the reduction of at least one functional group on the aromatic compound. In the present invention at least one hydroxyl group is placed on the at least one halogen substituted aromatic ring to be protected from reduction. The aromatic compound is then reacted with at least one alkali metal in at least one nitrogen containing base and at least one alcohol at a ratio of the alcohol to the nitrogen containing base at which the aromatic ring with the hydroxyl group is protected from reduction, while the desired functional group is reduced.