33887-71-7

Basic information

• Product Name: 4,5α-epoxy-3,6-dimethoxy-N-methyl-2'-phenyl-6α,14α-endo-etheno-2',7,8-triazolo<1,2-i>isomorphinane-1',3'-dione
• Synonyms: 4,5α-epoxy-3,6-dimethoxy-N-methyl-2'-phenyl-6α,14α-endo-etheno-2',7,8-triazolo<1,2-i>isomorphinane-1',3'-dione
• CAS NO: 33887-71-7
• Molecular Weight: 486.527
• Mol File: 33887-71-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4,5α-epoxy-3,6-dimethoxy-N-methyl-2'-phenyl-6α,14α-endo-etheno-2',7,8-triazolo<1,2-i>isomorphinane-1',3'-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5α-epoxy-3,6-dimethoxy-N-methyl-2'-phenyl-6α,14α-endo-etheno-2',7,8-triazolo<1,2-i>isomorphinane-1',3'-dione(33887-71-7)
• EPA Substance Registry System: 4,5α-epoxy-3,6-dimethoxy-N-methyl-2'-phenyl-6α,14α-endo-etheno-2',7,8-triazolo<1,2-i>isomorphinane-1',3'-dione(33887-71-7)

Safety Data

• Hazardous Substances Data: 33887-71-7(Hazardous Substances Data)

Upstream product

• 4233-33-4 4-Phenyl-1,2,4-triazolidine-3,5-dione 
• 115-37-7 thebaine 
• 15988-11-1 4-Phenylurazole 

Downstream Products

• 33887-76-2 4,5α-epoxy-3,6-dimethoxy-17-methyl-21-phenyl-6β,14-[1,2]epi[1,2,4]triazolo-morphinane-20,22-dione 
• 51730-05-3 1-(4,5α-epoxy-3-methoxy-17-methyl-6-oxo-morphin-7-en-14-yl)-4-phenyl-[1,2,4]triazolidine-3,5-dione 

Relevant articles and documents

Reaction of morphinan-6,8-dienes with azadienophiles

Reaction of various morphinan dienes, i.e. thebaine (1a), N-demethyl-N-formylthebaine (1b), 6-demethoxythebaine (1c), β-dihydrothebaine (2a), 4-acetoxy-β-dihydrothebaine (2b), 7-chloro-6-demethoxythebaine (3a) and 7-bromo-6-demethyoxythebaine (3b) with 4-phenyl-4H-1,2,4-triazoline-3,5-dione (PTAD) gave rise to new Diels-Alder (DA) adducts. DA-reaction of 1a, 1b and 1c with PTAD led to the products of the β-face attack of the dienophile at the diene unit. The W coupling (4J(5β,18)) in the 1H-NMR spectra was indicative of these structures. α-Face addition took place in the case of morphinan dienes with opened ring E, and a by-product was formed due to the S(E) reaction of PTAD with the adducts. The structure of these derivatives was confirmed by means of NMR spectroscopic methods. The retro Diels-Alder (rDA) reaction of the adducts 4a and 4b readily took place in polar-aprotic solvents in the presence of bases with low nucleophilic character.