(6-benzyloxy-7-methoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-acetic acid ethyl ester

Base Information

Chemical Name:(6-benzyloxy-7-methoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-acetic acid ethyl ester
CAS No.:1026556-60-4
Molecular Formula:C₂₁H₂₅NO₄
Molecular Weight:355.434
Hs Code.:

Synonyms:

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Chemical Property of (6-benzyloxy-7-methoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-acetic acid ethyl ester

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Technology Process of (6-benzyloxy-7-methoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-acetic acid ethyl ester

There total 10 articles about (6-benzyloxy-7-methoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-acetic acid ethyl ester 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:

: 918896-59-0
1-benzyloxy-4-bromo-2-methoxy-5-(2-nitro ethyl)benzene

: 1026556-60-4
(6-benzyloxy-7-methoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: lithium aluminum hydride / tetrahydrofuran / 20 °C

2: 1.90 g / tetrahydrofuran; H₂O / 4 h / 20 °C

3: 89 percent / triethylamine; poly(ethylene glycol) / palladium(II) acetate / 18 h / 80 °C

4: TFA / CH₂Cl₂ / 0 - 20 °C

5: sodium carbonate / CH₂Cl₂ / 12 h

With lithium aluminium tetrahydride; sodium carbonate; ethylene glycol; triethylamine; trifluoroacetic acid; poly(ethylene glycol); palladium diacetate; In tetrahydrofuran; dichloromethane; water; 3: Heck reaction / 5: Michael reaction;
DOI:10.1016/j.tet.2006.09.056

Reference yield:

: 918896-60-3
2-[2-bromo-4-methoxy-5-benzyloxy]-1-(tert-butoxycarbonyl amino)-ethane

: 1026556-60-4
(6-benzyloxy-7-methoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / triethylamine; poly(ethylene glycol) / palladium(II) acetate / 18 h / 80 °C

2: TFA / CH₂Cl₂ / 0 - 20 °C

3: sodium carbonate / CH₂Cl₂ / 12 h

With sodium carbonate; ethylene glycol; triethylamine; trifluoroacetic acid; poly(ethylene glycol); palladium diacetate; In dichloromethane; 1: Heck reaction / 3: Michael reaction;
DOI:10.1016/j.tet.2006.09.056

Reference yield:

: 2973-59-3
2-bromoisovanillin

: 1026556-60-4
(6-benzyloxy-7-methoxy-1,2,3,4-tetrahydro-isoquinolin-1-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / potassium carbonate / acetone / 4 h / Heating

2: 85 percent / ammonium acetate; acetic acid / 4 h / 100 °C

3: 80 percent / sodium borohydride / ethanol / 2 h / 0 °C

4: lithium aluminum hydride / tetrahydrofuran / 20 °C

5: 1.90 g / tetrahydrofuran; H₂O / 4 h / 20 °C

6: 89 percent / triethylamine; poly(ethylene glycol) / palladium(II) acetate / 18 h / 80 °C

7: TFA / CH₂Cl₂ / 0 - 20 °C

8: sodium carbonate / CH₂Cl₂ / 12 h

With ammonium acetate; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium carbonate; potassium carbonate; ethylene glycol; acetic acid; triethylamine; trifluoroacetic acid; poly(ethylene glycol); palladium diacetate; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; 2: aldol condensation / 6: Heck reaction / 8: Michael reaction;
DOI:10.1016/j.tet.2006.09.056