benzyl 7-[1-(1-amidinophenyl-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Base Information

Chemical Name:benzyl 7-[1-(1-amidinophenyl-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate
CAS No.:854261-77-1
Molecular Formula:C₃₃H₃₈N₄O₅
Molecular Weight:570.689
Hs Code.:

Synonyms:benzyl 7-[1-(1-amidinophenyl-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

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Chemical Property of benzyl 7-[1-(1-amidinophenyl-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

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Technology Process of benzyl 7-[1-(1-amidinophenyl-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

There total 12 articles about benzyl 7-[1-(1-amidinophenyl-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-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:

: 7-[1-(4-cyano-phenyl)-4-ethoxycarbonyl-piperidin-4-ylmethoxy]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester

: 854261-77-1
benzyl 7-[1-(1-amidinophenyl-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Guidance literature:: 7-[1-(4-cyano-phenyl)-4-ethoxycarbonyl-piperidin-4-ylmethoxy]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester; With pyridine; hydrogen sulfide; triethylamine; at 20 ℃; for 12h;

With methyl iodide; In acetone; for 2h; Heating;

With ammonium acetate; In ethanol; at 75 ℃; for 2h;
DOI:10.1021/jm058160e

Reference yield:

: 39989-39-4
7-methoxyisoquinoline

: 854261-77-1
benzyl 7-[1-(1-amidinophenyl-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Guidance literature:: Multi-step reaction with 9 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: NaH / dimethylformamide / 0.5 h / 0 °C

4.2: 89 percent / dimethylformamide / 12 h / 20 °C

5.1: SO₂Cl₂ / CH₂Cl₂ / 1 h / 0 °C

6.1: LDA / tetrahydrofuran / 20 h / 20 °C

6.2: 48 percent / tetrahydrofuran / -70 - 20 °C

7.1: TFA / CHCl₃ / 1 h / 20 °C

8.1: K₂CO₃ / dimethylsulfoxide / 12 h / 120 °C

9.1: H₂S; pyridine; Et₃N / 12 h / 20 °C

9.2: MeI / acetone / 2 h / Heating

9.3: NH₄OAc / ethanol / 2 h / 75 °C

With pyridine; sodium hydroxide; sulfuryl dichloride; hydrogen sulfide; hydrogen bromide; hydrogen; sodium hydride; potassium carbonate; acetic acid; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm058160e

Reference yield:

: 247132-47-4
7-(4-ethoxycarbonylpiperidin-4-ylmethoxy)-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid benzyl ester

: 854261-77-1
benzyl 7-[1-(1-amidinophenyl-4-yl)-4-ethoxycarbonylpiperidin-4-ylmethoxy]-1,2,3,4-tetrahydroisoquinolin-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: K₂CO₃ / dimethylsulfoxide / 12 h / 120 °C

2.1: H₂S; pyridine; Et₃N / 12 h / 20 °C

2.2: MeI / acetone / 2 h / Heating

2.3: NH₄OAc / ethanol / 2 h / 75 °C

With pyridine; hydrogen sulfide; potassium carbonate; triethylamine; In dimethyl sulfoxide;
DOI:10.1021/jm058160e