N-acetyl-7-hydroxy-6-methoxy-1-(3',4',5'-trimethoxyphenethyl)-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:N-acetyl-7-hydroxy-6-methoxy-1-(3',4',5'-trimethoxyphenethyl)-1,2,3,4-tetrahydroisoquinoline
CAS No.:1380308-60-0
Molecular Formula:C₂₃H₂₉NO₆
Molecular Weight:415.486
Hs Code.:

Synonyms:N-acetyl-7-hydroxy-6-methoxy-1-(3',4',5'-trimethoxyphenethyl)-1,2,3,4-tetrahydroisoquinoline

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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 N-acetyl-7-hydroxy-6-methoxy-1-(3',4',5'-trimethoxyphenethyl)-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

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Technology Process of N-acetyl-7-hydroxy-6-methoxy-1-(3',4',5'-trimethoxyphenethyl)-1,2,3,4-tetrahydroisoquinoline

There total 4 articles about N-acetyl-7-hydroxy-6-methoxy-1-(3',4',5'-trimethoxyphenethyl)-1,2,3,4-tetrahydroisoquinoline 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:

: 1380309-69-2
N-acetyl-7-benzyloxy-6-methoxy-1-(3',4',5'-trimethoxyphenethyl)-1,2,3,4-tetrahydroisoquinoline

: 1380308-60-0
N-acetyl-7-hydroxy-6-methoxy-1-(3',4',5'-trimethoxyphenethyl)-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.bmcl.2012.04.007

Reference yield:

: 25173-72-2
3-(3,4,5-trimethoxyphenyl)propanoic acid

: 1380308-60-0
N-acetyl-7-hydroxy-6-methoxy-1-(3',4',5'-trimethoxyphenethyl)-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

2: trichlorophosphate / acetonitrile / 1 h / Inert atmosphere; Reflux

3: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 - 20 °C / Inert atmosphere

4: triethylamine / dichloromethane / 0 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2012.04.007

Reference yield:

: 7-benzyloxy-6-methoxy-1-(3',4',5'-trimethoxyphenethyl)-1,2,3,4-tetrahydroisoquinoline

: 1380308-60-0
N-acetyl-7-hydroxy-6-methoxy-1-(3',4',5'-trimethoxyphenethyl)-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2012.04.007