benzyl 7-[2-[4-ethoxycarbonyl-1-(pyridin-4-yl)piperidin-4-yl]ethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Base Information

Chemical Name:benzyl 7-[2-[4-ethoxycarbonyl-1-(pyridin-4-yl)piperidin-4-yl]ethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate
CAS No.:247132-54-3
Molecular Formula:C₃₂H₃₇N₃O₅
Molecular Weight:543.663
Hs Code.:

Synonyms:benzyl 7-[2-[4-ethoxycarbonyl-1-(pyridin-4-yl)piperidin-4-yl]ethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

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Chemical Property of benzyl 7-[2-[4-ethoxycarbonyl-1-(pyridin-4-yl)piperidin-4-yl]ethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

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Technology Process of benzyl 7-[2-[4-ethoxycarbonyl-1-(pyridin-4-yl)piperidin-4-yl]ethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

There total 11 articles about benzyl 7-[2-[4-ethoxycarbonyl-1-(pyridin-4-yl)piperidin-4-yl]ethoxy]-1,2,3,4-tetrahydroisoquinolin-2-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:

: 39989-39-4
7-methoxyisoquinoline

: 247132-54-3
benzyl 7-[2-[4-ethoxycarbonyl-1-(pyridin-4-yl)piperidin-4-yl]ethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: H₂; AcOH / PtO₂ / 3 h / 2280 Torr

2.1: aq. HBr / 3 h / Heating

3.1: aq. NaOH / tetrahydrofuran / 20 °C

4.1: PPh₃; diethyl azodicarboxylate / tetrahydrofuran; toluene / 1 h / 20 °C

5.1: 64 percent / NaI / dimethylformamide / 15 h / 90 °C

6.1: LDA / tetrahydrofuran / 0.83 h / -70 °C

6.2: 52 percent / tetrahydrofuran / 2 h / 20 °C

7.1: TFA / CHCl₃ / 1 h / 20 °C

8.1: 680 mg / Et₃N / ethanol / 25 h / 150 °C

With sodium hydroxide; hydrogen bromide; hydrogen; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; sodium iodide; lithium diisopropyl amide; diethylazodicarboxylate; platinum(IV) oxide; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm058160e

Reference yield:

: 7-[2-(4-ethoxycarbonylpiperidin-4-yl)ethoxy]-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester

: 7379-35-3
4-chlorpyridine hydrochloride

: 247132-54-3
benzyl 7-[2-[4-ethoxycarbonyl-1-(pyridin-4-yl)piperidin-4-yl]ethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Guidance literature:: With triethylamine; In ethanol; at 150 ℃; for 25h;
DOI:10.1021/jm058160e

Reference yield:

: 7-(2-bromo-ethoxy)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

: 247132-54-3
benzyl 7-[2-[4-ethoxycarbonyl-1-(pyridin-4-yl)piperidin-4-yl]ethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 64 percent / NaI / dimethylformamide / 15 h / 90 °C

2.1: LDA / tetrahydrofuran / 0.83 h / -70 °C

2.2: 52 percent / tetrahydrofuran / 2 h / 20 °C

3.1: TFA / CHCl₃ / 1 h / 20 °C

4.1: 680 mg / Et₃N / ethanol / 25 h / 150 °C

With triethylamine; trifluoroacetic acid; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm058160e