N-<(2-Benzyl-6-methyl-7-methoxy-5,8-dioxo-1,2,3,4,5,8-hexahydro-1-isoquinolyl)methyl>-2-oxopropanamide

Base Information

Chemical Name:N-<(2-Benzyl-6-methyl-7-methoxy-5,8-dioxo-1,2,3,4,5,8-hexahydro-1-isoquinolyl)methyl>-2-oxopropanamide
CAS No.:124867-42-1
Molecular Formula:C₂₂H₂₄N₂O₅
Molecular Weight:396.443
Hs Code.:

Synonyms:

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Chemical Property of N-<(2-Benzyl-6-methyl-7-methoxy-5,8-dioxo-1,2,3,4,5,8-hexahydro-1-isoquinolyl)methyl>-2-oxopropanamide

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Technology Process of N-<(2-Benzyl-6-methyl-7-methoxy-5,8-dioxo-1,2,3,4,5,8-hexahydro-1-isoquinolyl)methyl>-2-oxopropanamide

There total 7 articles about N-<(2-Benzyl-6-methyl-7-methoxy-5,8-dioxo-1,2,3,4,5,8-hexahydro-1-isoquinolyl)methyl>-2-oxopropanamide 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:

: 113966-96-4
N-Benzyl-2-(2,4,5-trimethoxy-3-methylphenyl)ethylamine

: 124867-42-1
N-<(2-Benzyl-6-methyl-7-methoxy-5,8-dioxo-1,2,3,4,5,8-hexahydro-1-isoquinolyl)methyl>-2-oxopropanamide

Guidance literature:: Multi-step reaction with 7 steps

1: potassium carbonate / Ambient temperature

2: trifluoroacetic acid / 1 h / Ambient temperature

3: 72 percent / lithium aluminium hydride / tetrahydrofuran / 2 h / Heating

4: 86 percent / diethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / 2 h / Ambient temperature

5: hydrazine monohydrate / ethanol / 2 h / Heating

6: 77 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂; CCl₄ / 1 h / 25 °C

7: 1.) boron tribromide, 2.) ceric ammonium nitrate / 1.) CH₂Cl₂, - 78 deg C, 1 h, then 0 deg C, 1 h, 2.) acetonitrile-water, 0 deg C, 1 h,

With dmap; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; boron tribromide; potassium carbonate; hydrazine hydrate; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane;
DOI:10.1248/cpb.37.1493

Reference yield:

: 113967-11-6
Butyl 2-benzyl-5,7,8-trimethoxy-6-methyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate

: 124867-42-1
N-<(2-Benzyl-6-methyl-7-methoxy-5,8-dioxo-1,2,3,4,5,8-hexahydro-1-isoquinolyl)methyl>-2-oxopropanamide

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / lithium aluminium hydride / tetrahydrofuran / 2 h / Heating

2: 86 percent / diethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / 2 h / Ambient temperature

3: hydrazine monohydrate / ethanol / 2 h / Heating

4: 77 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂; CCl₄ / 1 h / 25 °C

5: 1.) boron tribromide, 2.) ceric ammonium nitrate / 1.) CH₂Cl₂, - 78 deg C, 1 h, then 0 deg C, 1 h, 2.) acetonitrile-water, 0 deg C, 1 h,

With dmap; lithium aluminium tetrahydride; ammonium cerium(IV) nitrate; boron tribromide; hydrazine hydrate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane;
DOI:10.1248/cpb.37.1493

Reference yield:

: 124867-37-4
2-Benzyl-1-hydroxymethyl-6-metyl-5,7,8-trimethoxy-1,2,3,4-tetrahydroisoquinoline

: 124867-42-1
N-<(2-Benzyl-6-methyl-7-methoxy-5,8-dioxo-1,2,3,4,5,8-hexahydro-1-isoquinolyl)methyl>-2-oxopropanamide

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / diethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / 2 h / Ambient temperature

2: hydrazine monohydrate / ethanol / 2 h / Heating

3: 77 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂; CCl₄ / 1 h / 25 °C

4: 1.) boron tribromide, 2.) ceric ammonium nitrate / 1.) CH₂Cl₂, - 78 deg C, 1 h, then 0 deg C, 1 h, 2.) acetonitrile-water, 0 deg C, 1 h,

With dmap; ammonium cerium(IV) nitrate; boron tribromide; hydrazine hydrate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane;
DOI:10.1248/cpb.37.1493