N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl)acetamide

Base Information

Chemical Name:N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl)acetamide
CAS No.:681153-56-0
Molecular Formula:C₂₉H₄₀N₂O₅
Molecular Weight:496.647
Hs Code.:

Synonyms:N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl)acetamide

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Chemical Property of N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl)acetamide

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Technology Process of N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl)acetamide

There total 9 articles about N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl)acetamide 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:

: 884337-51-3
4-[(R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]but-2-enoic acid ethyl ester

: 681153-56-0
N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl)acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: CH₂Cl₂ / 5 h / 20 °C

1.2: pyrrolidine / tetrahydrofuran / 20 °C

2.1: PhLi / tetrahydrofuran; hexane / 5 h

2.2: tetrahydrofuran

3.1: H₂ / Pd/C / methanol / 16 h / 20 °C

4.1: AlMe₃ / benzene / 10 h / 115 °C

With hydrogen; trimethylaluminum; phenyllithium; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene; 2.1: Wittig reaction;
DOI:10.1021/ol0530326

Reference yield:

: 884337-53-5
(R)-1-allyl-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

: 681153-56-0
N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl)acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: second-generation Grubbs' catalyst / CH₂Cl₂ / 4 h / 60 °C

2.1: TMSOTf / CH₂Cl₂ / 20 °C

3.1: CH₂Cl₂ / 5 h / 20 °C

3.2: pyrrolidine / tetrahydrofuran / 20 °C

4.1: PhLi / tetrahydrofuran; hexane / 5 h

4.2: tetrahydrofuran

5.1: H₂ / Pd/C / methanol / 16 h / 20 °C

6.1: AlMe₃ / benzene / 10 h / 115 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; trimethylaluminum; phenyllithium; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; benzene; 4.1: Wittig reaction;
DOI:10.1021/ol0530326

Reference yield:

: 884337-55-7
(9,10-dimethoxy-3-vinyl-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl)acetic acid methyl ester

: 681153-56-0
N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl)acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 16 h / 20 °C

2: AlMe₃ / benzene / 10 h / 115 °C

With hydrogen; trimethylaluminum; palladium on activated charcoal; In methanol; benzene;
DOI:10.1021/ol0530326