312920-77-7

Basic information

• Product Name: 1-hydroxy-2-phenylseleno-3-deoxylycoramine
• Synonyms: 1-hydroxy-2-phenylseleno-3-deoxylycoramine
• CAS NO: 312920-77-7
• Molecular Weight: 444.432
• Mol File: 312920-77-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-hydroxy-2-phenylseleno-3-deoxylycoramine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hydroxy-2-phenylseleno-3-deoxylycoramine(312920-77-7)
• EPA Substance Registry System: 1-hydroxy-2-phenylseleno-3-deoxylycoramine(312920-77-7)

Safety Data

• Hazardous Substances Data: 312920-77-7(Hazardous Substances Data)

Upstream product

• 1666-13-3 diphenyl diselenide 
• 312920-73-3 3-deoxygalanthamine-1,2-oxide 
• 312920-69-7 (-)-3-deoxygalanthamine 
• 312920-65-3 (Z)-9-N-(tert-butoxycarbonyl)-N-methylaminomethyl-6-methoxy-9b-(2-methoxyvinyl)-3,4,4a,9b-tetrahydrodibenzofuran 
• 312920-44-8 2-bromo-1-(tert-butyldimethylsilyloxymethyl)-3-[2-(tertbutyldimethylsiloxymethyl)cyclohex-2-enyl-1-oxy]-4-methoxy-benzene 
• 312920-60-8 9b-hydroxymethyl-9-N-(tert-butoxycarbonyl)-N-methylaminomethyl-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran 
• 312920-87-9 9-N-(tert-butoxycarbonyl)-N-methylaminomethyl-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-9b-carbaldehyde 
• 312920-81-3 2-bromo-3-(2-hydroxymethyl-cyclohex-2-enyloxy)-4-methoxybenzylalcohol 
• 312920-40-4 (S)-(-)-methyl 6-(2-bromo-3-formyl-6-methoxyphenoxy)-cyclohex-1-enecarboxylate 
• 869369-35-7 ((5aS,9aS)-4-Methoxy-1-methylaminomethyl-6,7-dihydro-5aH-dibenzofuran-9a-yl)-methanol 
• 312920-84-6 9,9b-di(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran 
• 312920-56-2 9a-hydroxymethyl-4-methoxy-5a,6,7,9a-tetrahydrodibenzofuran-1-carbaldehyde 
• 312920-36-8 methyl 6-(2,2,2-trichloroethoxycarbonyloxy)cyclohex-1-enoate 
• 1953-04-4 Galantamine hydrobromide 

Downstream Products

• 357-70-0 Galantamine 

Relevant articles and documents

Divergent enantioselective synthesis of (-)-galanthamine and (-)-morphine

An efficient divergent synthetic strategy for the synthesis of the opiate and amaryllidaceae alkaloids emerges by employing a Pd-catalyzed asymmetric allylic alkylation (AAA) to set the stereochemistry. Three generations of syntheses of galanthamine are discussed in detail with particular focus on the scope of the palladium-catalyzed AAA reactions and intramolecular Heck reactions. The pivotal tricyclic intermediate is available in six steps from 2-bromovanillin and the monoester of methyl 6-hydroxycyclohexene-1-carboxylate. This intermediate requires only two steps to convert to (-)-galanthamine. Using a Heck vinylation, we found that the fourth ring of codeine/morphine could be formed. The final ring formation involves a novel visible light-promoted hydroamination. Thus, six steps are required to convert the pivotal tricyclic intermediate into codeine, which has been demethylated in high yield to morphine.