3-(3,4-dimethoxyphenethyl)-11-morpholino-1,3,4,7,8,12b-hexahydro[1,4]diazepino[7,1-a]isoquinoline-2,5-dione

Base Information

Chemical Name:3-(3,4-dimethoxyphenethyl)-11-morpholino-1,3,4,7,8,12b-hexahydro[1,4]diazepino[7,1-a]isoquinoline-2,5-dione
CAS No.:1325226-75-2
Molecular Formula:C₂₇H₃₃N₃O₅
Molecular Weight:479.576
Hs Code.:

Synonyms:3-(3,4-dimethoxyphenethyl)-11-morpholino-1,3,4,7,8,12b-hexahydro[1,4]diazepino[7,1-a]isoquinoline-2,5-dione

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Chemical Property of 3-(3,4-dimethoxyphenethyl)-11-morpholino-1,3,4,7,8,12b-hexahydro[1,4]diazepino[7,1-a]isoquinoline-2,5-dione

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Technology Process of 3-(3,4-dimethoxyphenethyl)-11-morpholino-1,3,4,7,8,12b-hexahydro[1,4]diazepino[7,1-a]isoquinoline-2,5-dione

There total 3 articles about 3-(3,4-dimethoxyphenethyl)-11-morpholino-1,3,4,7,8,12b-hexahydro[1,4]diazepino[7,1-a]isoquinoline-2,5-dione 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: 72.0%

: 110-91-8,99108-56-2
morpholine

: 1325226-74-1
11-bromo-3-(3,4-dimethoxyphenethyl)-1,3,4,7,8,12b-hexahydro-[1,4]diazepino[7,1-a]isoquinoline-2,5-dione

: 1325226-75-2
3-(3,4-dimethoxyphenethyl)-11-morpholino-1,3,4,7,8,12b-hexahydro[1,4]diazepino[7,1-a]isoquinoline-2,5-dione

Guidance literature:: With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene; at 80 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol201739u

Reference yield:

: 17680-54-5
7-bromo-3,4-dihydroisoquinoline

: 1325226-75-2
3-(3,4-dimethoxyphenethyl)-11-morpholino-1,3,4,7,8,12b-hexahydro[1,4]diazepino[7,1-a]isoquinoline-2,5-dione

Guidance literature:: Multi-step reaction with 3 steps

1: trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran / 22 h / -78 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / 75 °C / Inert atmosphere

3: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 2 h / 80 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; In tetrahydrofuran; toluene; acetonitrile; 3: Buchwald-Hartwig cross-coupling;
DOI:10.1021/ol201739u

Reference yield:

: 1325226-73-0
phenyl 2-(7-bromo-2-(2-chloroacetyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate

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

: 1325226-75-2
3-(3,4-dimethoxyphenethyl)-11-morpholino-1,3,4,7,8,12b-hexahydro[1,4]diazepino[7,1-a]isoquinoline-2,5-dione

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / 75 °C / Inert atmosphere

2: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 2 h / 80 °C / Inert atmosphere

With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; In toluene; acetonitrile; 2: Buchwald-Hartwig cross-coupling;
DOI:10.1021/ol201739u