3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline
CAS No.:1363394-60-8
Molecular Formula:C₁₉H₂₃NO₄
Molecular Weight:329.396
Hs Code.:

Synonyms:3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline

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Chemical Property of 3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

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Technology Process of 3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline

There total 16 articles about 3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-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: 95.0%

: 1363394-59-5
3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-2-tosyl-1,2,3,4-tetrahydroisoquinoline

: 1363394-60-8
3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 9h; Inert atmosphere; Reflux;
DOI:10.1021/ol300180w

Reference yield:

: 1363394-50-6
methyl 6-((4-isopropoxyphenyl)ethynyl)-2,3-dimethoxybenzoate

: 1363394-60-8
3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 11 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 3 h / 20 °C / 760.05 Torr

2.1: lithium aluminium tetrahydride / diethyl ether / 2 h / 0 - 20 °C / Inert atmosphere

3.1: manganese(IV) oxide / toluene / 12 h / 20 °C / Reflux

4.1: scandium tris(trifluoromethanesulfonate) / 1,2-dichloro-ethane / 24 h / 20 °C / Reflux

5.1: boron trichloride / hexane; dichloromethane / 2 h / -10 °C

6.1: N-Bromosuccinimide; C₃₂H₁₉N₂O₈P / dichloromethane / 1 h / 0 °C

7.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

8.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C

8.2: -78 - 0 °C

9.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; hexane / 1 h / 20 °C

10.1: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

11.1: lithium aluminium tetrahydride / tetrahydrofuran / 9 h / 0 °C / Inert atmosphere; Reflux

With manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; C₃₂H₁₉N₂O₈P; n-butyllithium; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; boron trichloride; sodium hydride; sodium hydroxide; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol300180w

Reference yield:

: 1363394-54-0
3-(4-isopropoxyphenyl)-7,8-dimethoxy-2-tosyl-1,2,3,4-tetrahydroisoquinoline

: 1363394-60-8
3-(3,4-dimethoxyphenyl)-7,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 7 steps

1.1: boron trichloride / hexane; dichloromethane / 2 h / -10 °C

2.1: N-Bromosuccinimide; C₃₂H₁₉N₂O₈P / dichloromethane / 1 h / 0 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -78 °C

4.2: -78 - 0 °C

5.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; hexane / 1 h / 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 9 h / 0 °C / Inert atmosphere; Reflux

With N-Bromosuccinimide; lithium aluminium tetrahydride; C₃₂H₁₉N₂O₈P; n-butyllithium; dihydrogen peroxide; boron trichloride; sodium hydride; sodium hydroxide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol300180w