2,10-di(benzyloxy)-3,9-dimethoxy-5,6,12,12a-tetrahydroindolo[2,1-a]isoquinoline

Base Information

Chemical Name:2,10-di(benzyloxy)-3,9-dimethoxy-5,6,12,12a-tetrahydroindolo[2,1-a]isoquinoline
CAS No.:892804-31-8
Molecular Formula:C₃₂H₃₁NO₄
Molecular Weight:493.602
Hs Code.:

Synonyms:2,10-di(benzyloxy)-3,9-dimethoxy-5,6,12,12a-tetrahydroindolo[2,1-a]isoquinoline

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2,10-di(benzyloxy)-3,9-dimethoxy-5,6,12,12a-tetrahydroindolo[2,1-a]isoquinoline

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Technology Process of 2,10-di(benzyloxy)-3,9-dimethoxy-5,6,12,12a-tetrahydroindolo[2,1-a]isoquinoline

There total 10 articles about 2,10-di(benzyloxy)-3,9-dimethoxy-5,6,12,12a-tetrahydroindolo[2,1-a]isoquinoline 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: 95.0%

: 892804-24-9
2,10-di(benzyloxy)-3,9-dimethoxy-5,6-dihydroindolo[2,1-a]isoquinoline

: 892804-31-8
2,10-di(benzyloxy)-3,9-dimethoxy-5,6,12,12a-tetrahydroindolo[2,1-a]isoquinoline

Guidance literature:: With sodium cyanoborohydride; acetic acid; at 20 ℃; for 1h;
DOI:10.1055/s-2006-926410

Reference yield:

: 93-17-4
3,4-dimethoxyphenylacetonitrile

: 892804-31-8
2,10-di(benzyloxy)-3,9-dimethoxy-5,6,12,12a-tetrahydroindolo[2,1-a]isoquinoline

Guidance literature:: Multi-step reaction with 7 steps

1.1: AlCl₃ / toluene

1.2: Br₂; AcOH / CH₂Cl₂ / -78 °C

2.1: 75 percent / NH₃; H₂ / Ra-Ni catalyst / ethanol / 70 °C / 7600 Torr

3.1: 61 percent / 3 h / 180 °C

4.1: 80 percent / K₂CO₃ / ethanol / 6 h / Heating

5.1: 76 percent / POCl₃ / acetonitrile / 4 h / Heating

6.1: 89 percent / t-BuONa; N,N'-bis(2',6'-diisopropylphenyl)dihydroimidazolium*BF₄ / Pd₂(dba)3 / toluene / 6 h / 80 °C

7.1: 95 percent / NaBH₃CN; AcOH / 1 h / 20 °C

With 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazolium tetrafluoroborate; aluminium trichloride; ammonia; hydrogen; sodium cyanoborohydride; potassium carbonate; acetic acid; sodium t-butanolate; trichlorophosphate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; Ra-Ni catalyst; In ethanol; toluene; acetonitrile; 5.1: Bischler-Napieralski ring-closure reaction;
DOI:10.1055/s-2006-926410

Reference yield:

: 892805-32-2
N-(4'-benzyloxy-3'-methoxyphenylethyl)-2-(2-bromo-5-hydroxy-4-methoxyphenyl)acetamide

: 892804-31-8
2,10-di(benzyloxy)-3,9-dimethoxy-5,6,12,12a-tetrahydroindolo[2,1-a]isoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / K₂CO₃ / ethanol / 6 h / Heating

2: 76 percent / POCl₃ / acetonitrile / 4 h / Heating

3: 89 percent / t-BuONa; N,N'-bis(2',6'-diisopropylphenyl)dihydroimidazolium*BF₄ / Pd₂(dba)3 / toluene / 6 h / 80 °C

4: 95 percent / NaBH₃CN; AcOH / 1 h / 20 °C

With 1,3-bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazolium tetrafluoroborate; sodium cyanoborohydride; potassium carbonate; acetic acid; sodium t-butanolate; trichlorophosphate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In ethanol; toluene; acetonitrile; 2: Bischler-Napieralski ring-closure reaction;
DOI:10.1055/s-2006-926410