N-benzyl-2-{1-[(3-hydroxy-4-methoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl}acetamide

Base Information

Chemical Name:N-benzyl-2-{1-[(3-hydroxy-4-methoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl}acetamide
CAS No.:361388-47-8
Molecular Formula:C₂₈H₃₂N₂O₅
Molecular Weight:476.572
Hs Code.:

Synonyms:N-benzyl-2-{1-[(3-hydroxy-4-methoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl}acetamide

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Chemical Property of N-benzyl-2-{1-[(3-hydroxy-4-methoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl}acetamide

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Technology Process of N-benzyl-2-{1-[(3-hydroxy-4-methoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl}acetamide

There total 5 articles about N-benzyl-2-{1-[(3-hydroxy-4-methoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl}acetamide 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: 33.0%

: 2945-03-1
N-benzyl-2-bromoacetamide

: 106073-63-6
5-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-2-methoxyphenol

: 361388-47-8
N-benzyl-2-{1-[(3-hydroxy-4-methoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl}acetamide

Guidance literature:: With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1021/ml4004759

Reference yield:

: 120-20-7
2-(3,4-dimethoxyphenyl)-ethylamine

: 361388-47-8
N-benzyl-2-{1-[(3-hydroxy-4-methoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl}acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: trichlorophosphate / toluene / 2 h / 90 °C

3: sodium tetrahydroborate; methanol / Inert atmosphere; Cooling with ice

4: N-ethyl-N,N-diisopropylamine; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; tetra-(n-butyl)ammonium iodide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In N,N-dimethyl-formamide; toluene; 2: |Bischler-Napieralski Reaction;
DOI:10.1021/ml4004759

Reference yield:

: 361389-65-3
N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-hydroxy-4-methoxyphenyl)acetamide

: 361388-47-8
N-benzyl-2-{1-[(3-hydroxy-4-methoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl}acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: trichlorophosphate / toluene / 2 h / 90 °C

2: sodium tetrahydroborate; methanol / Inert atmosphere; Cooling with ice

3: N-ethyl-N,N-diisopropylamine; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In N,N-dimethyl-formamide; toluene; 1: |Bischler-Napieralski Reaction;
DOI:10.1021/ml4004759