methyl 2-(3-(2,5-dimethoxyphenyl)propanoyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Base Information

Chemical Name:methyl 2-(3-(2,5-dimethoxyphenyl)propanoyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
CAS No.:1326317-17-2
Molecular Formula:C₂₄H₂₉NO₇
Molecular Weight:443.497
Hs Code.:

Synonyms:methyl 2-(3-(2,5-dimethoxyphenyl)propanoyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

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Chemical Property of methyl 2-(3-(2,5-dimethoxyphenyl)propanoyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

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Technology Process of methyl 2-(3-(2,5-dimethoxyphenyl)propanoyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

There total 6 articles about methyl 2-(3-(2,5-dimethoxyphenyl)propanoyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 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:

: 10538-49-5
3-(2,5-dimethoxyphenyl)propanoic acid

: 88932-16-5
1,2,3,4-tetrahydro-6,7-dimethoxy-3-Isoquinolinecarboxylic acid methyl ester

: 1326317-17-2
methyl 2-(3-(2,5-dimethoxyphenyl)propanoyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1021/jm2008387

Reference yield:

: 56771-16-5,59291-28-0,78083-80-4,78392-35-5
2-amino-3-(3,4-dimethoxybenz-1-yl)propanoic acid methyl ester

: 1326317-17-2
methyl 2-(3-(2,5-dimethoxyphenyl)propanoyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane; water / 5.25 h / 20 °C

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; water; 1: Pictet-Spengler cyclisation;
DOI:10.1021/jm2008387

Reference yield:

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 1326317-17-2
methyl 2-(3-(2,5-dimethoxyphenyl)propanoyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.5 h / 0 °C

1.2: 20 °C

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 5 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 4 h / 0 - 20 °C

4.1: trifluoroacetic acid / dichloromethane; water / 5.25 h / 20 °C

5.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere

With dmap; palladium 10% on activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; water; 1.1: Horner-Wadsworth-Emmons olefination / 1.2: Horner-Wadsworth-Emmons olefination / 4.1: Pictet-Spengler cyclisation;
DOI:10.1021/jm2008387