(5a)-N-{2-[4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]ethyl}-14-hydroxy-6-oxo-17-(2-phenylethyl)-4,5-epoxymorphinan-3-carboxamide

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Chemical Name:(5a)-N-{2-[4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]ethyl}-14-hydroxy-6-oxo-17-(2-phenylethyl)-4,5-epoxymorphinan-3-carboxamide
CAS No.:1417540-93-2
Molecular Formula:C₃₇H₃₆N₄O₆
Molecular Weight:632.716
Hs Code.:

Synonyms:(5a)-N-{2-[4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]ethyl}-14-hydroxy-6-oxo-17-(2-phenylethyl)-4,5-epoxymorphinan-3-carboxamide

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Chemical Property of (5a)-N-{2-[4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]ethyl}-14-hydroxy-6-oxo-17-(2-phenylethyl)-4,5-epoxymorphinan-3-carboxamide

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Technology Process of (5a)-N-{2-[4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]ethyl}-14-hydroxy-6-oxo-17-(2-phenylethyl)-4,5-epoxymorphinan-3-carboxamide

There total 4 articles about (5a)-N-{2-[4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]ethyl}-14-hydroxy-6-oxo-17-(2-phenylethyl)-4,5-epoxymorphinan-3-carboxamide 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: 62.0%

: 201230-82-2
carbon monoxide

: 5-(4-(2-aminoethyl)phenyl)pyrimidine-2,4(1H,3H)-dione hydrochloride

: (4R,4aS,7aR,12bS)-4a-hydroxy-7-oxo-3-phenethyl-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl trifluoromethanesulfonate

: 1417540-93-2
(5a)-N-{2-[4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]ethyl}-14-hydroxy-6-oxo-17-(2-phenylethyl)-4,5-epoxymorphinan-3-carboxamide

Guidance literature:: carbon monoxide; (4R,4aS,7aR,12bS)-4a-hydroxy-7-oxo-3-phenethyl-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-9-yl trifluoromethanesulfonate; With 1-hydroxy-pyrrolidine-2,5-dione; triethylamine; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In dimethyl sulfoxide; at 70 ℃;

5-(4-(2-aminoethyl)phenyl)pyrimidine-2,4(1H,3H)-dione hydrochloride; With triethylamine; In dimethyl sulfoxide; at 20 ℃; for 3h;

Reference yield:

: 33522-95-1
noroxymorphone

: 1417540-93-2
(5a)-N-{2-[4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]ethyl}-14-hydroxy-6-oxo-17-(2-phenylethyl)-4,5-epoxymorphinan-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hydrogencarbonate / N,N-dimethyl-formamide / 70 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

3.1: triethylamine; 1-hydroxy-pyrrolidine-2,5-dione / palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / dimethyl sulfoxide / 70 °C

3.2: 3 h / 20 °C

With 1-hydroxy-pyrrolidine-2,5-dione; potassium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 103-63-9
1-phenyl-2-bromoethane

: 1417540-93-2
(5a)-N-{2-[4-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]ethyl}-14-hydroxy-6-oxo-17-(2-phenylethyl)-4,5-epoxymorphinan-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hydrogencarbonate / N,N-dimethyl-formamide / 70 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

3.1: triethylamine; 1-hydroxy-pyrrolidine-2,5-dione / palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / dimethyl sulfoxide / 70 °C

3.2: 3 h / 20 °C

With 1-hydroxy-pyrrolidine-2,5-dione; potassium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;