22169-18-2

Basic information

• Product Name: O-methylflavinantine
• CAS NO: 22169-18-2
• Molecular Weight: 341.407
• Mol File: 22169-18-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: O-methylflavinantine(CAS DataBase Reference)
• NIST Chemistry Reference: O-methylflavinantine(22169-18-2)
• EPA Substance Registry System: O-methylflavinantine(22169-18-2)

Safety Data

• Hazardous Substances Data: 22169-18-2(Hazardous Substances Data)

Upstream product

• 21852-32-4 4-bromomethyl-1,2-dimethoxybenzene 
• 51714-24-0 6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile 
• 1699-51-0 laudanosine 
• 102922-34-9 2-[(4S)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 2258-42-6 formyl acetic anhydride 
• 7306-46-9 4-chloromethyl-1,2-dimethoxy-benzene 
• 41183-00-0 7-benzyloxy-1-(3,4-dimethoxy-benzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline 

Relevant articles and documents

Total Synthesis of (-)-Oxycodone via Anodic Aryl-Aryl Coupling

A fully regio- and diastereoselective electrochemical 4a-2′-coupling of a 3′,4′,5′-trioxygenated laudanosine derivative enables the synthesis of the corresponding morphinandienone. This key intermediate is further transformed into (-)-oxycodone through conjugate nucleophilic substitution for E-ring closure and [4 + 2] cycloaddition with photogenerated singlet oxygen to accomplish diastereoselective hydroxylation at C-14. The anodic transformation provides high yields and can be performed under constant current conditions both in a simple undivided cell or in continuous flow.

SYNTHESIS OF R-LAUDANOSINE AND 9-R-O-METHYLFLAVINANTINE BY ASYMMETRIC ALKYLATION

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Electrochemical Oxidation of Morphinandienones

The (+/-)-morphinandienones, O-methylflavinantine, O-benzyllaudanine, and O-methylflavinine, were synthesized by electrochemical oxidation of laudanosine, O-benzylpalladine, and norlaudanosine.With use of acetonitrile containing fluoroboric acid as solven