1-ethynyl-7α,8α-(2,5-dioxo-N-phenylpyrrolidino)[3,4-h]-6,14-endo-etheno-6,7,8,14-tetrahydrothebaine

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Chemical Name:1-ethynyl-7α,8α-(2,5-dioxo-N-phenylpyrrolidino)[3,4-h]-6,14-endo-etheno-6,7,8,14-tetrahydrothebaine
CAS No.:1039433-37-8
Molecular Formula:C₃₁H₂₈N₂O₅
Molecular Weight:508.574
Hs Code.:

Synonyms:1-ethynyl-7α,8α-(2,5-dioxo-N-phenylpyrrolidino)[3,4-h]-6,14-endo-etheno-6,7,8,14-tetrahydrothebaine

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Chemical Property of 1-ethynyl-7α,8α-(2,5-dioxo-N-phenylpyrrolidino)[3,4-h]-6,14-endo-etheno-6,7,8,14-tetrahydrothebaine

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Technology Process of 1-ethynyl-7α,8α-(2,5-dioxo-N-phenylpyrrolidino)[3,4-h]-6,14-endo-etheno-6,7,8,14-tetrahydrothebaine

There total 3 articles about 1-ethynyl-7α,8α-(2,5-dioxo-N-phenylpyrrolidino)[3,4-h]-6,14-endo-etheno-6,7,8,14-tetrahydrothebaine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

: 1039433-31-2
1-(2-trimethylsilylethynyl)-7α,8α-(2,5-dioxo-N-phenylpyrrolidino)[3,4-h]-6,14-endo-etheno-6,7,8,14-tetrahydrothebaine

: 1039433-37-8
1-ethynyl-7α,8α-(2,5-dioxo-N-phenylpyrrolidino)[3,4-h]-6,14-endo-etheno-6,7,8,14-tetrahydrothebaine

Guidance literature:: With tetrabutyl ammonium fluoride; In dichloromethane; at 20 ℃; for 0.25h;
DOI:10.1134/S1070428012110103

Reference yield:

: 26237-85-4
4,5α-epoxy-3,6-dimethoxy-N-methyl-2'-phenyl-6α,14α-endo-ethenopyrrolo<3,4-i>isomorphinane-1',3'-dione

: 1039433-37-8
1-ethynyl-7α,8α-(2,5-dioxo-N-phenylpyrrolidino)[3,4-h]-6,14-endo-etheno-6,7,8,14-tetrahydrothebaine

Guidance literature:: Multi-step reaction with 3 steps

1: N-iodo-succinimide; trifluoroacetic acid / 2 h

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; triethylamine / benzene / 60 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / dichloromethane / 0.25 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; trifluoroacetic acid; In dichloromethane; benzene; 2: |Sonogashira Cross-Coupling;
DOI:10.1134/S1070428012110103

Reference yield:

: 4,5α-epoxy-6α,14-etheno-1-iodo-3,6-dimethoxy-17-methyl-1'-phenyl-2',5',7β,8β-tetrahydro-1'H-14α-pyrrolo[3',4':7,8]morphinan-2',5'-dione

: 1039433-37-8
1-ethynyl-7α,8α-(2,5-dioxo-N-phenylpyrrolidino)[3,4-h]-6,14-endo-etheno-6,7,8,14-tetrahydrothebaine

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; triethylamine / benzene / 60 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / dichloromethane / 0.25 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; In dichloromethane; benzene; 1: |Sonogashira Cross-Coupling;
DOI:10.1134/S1070428012110103