Benzyl (2-{3-[(tert-butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)methylcarbamate

Base Information

Chemical Name:Benzyl (2-{3-[(tert-butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)methylcarbamate
CAS No.:1246247-97-1
Molecular Formula:C₂₇H₃₅N₃O₅
Molecular Weight:481.592
Hs Code.:

Synonyms:Benzyl (2-{3-[(tert-butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)methylcarbamate

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Chemical Property of Benzyl (2-{3-[(tert-butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)methylcarbamate

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Technology Process of Benzyl (2-{3-[(tert-butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)methylcarbamate

There total 5 articles about Benzyl (2-{3-[(tert-butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)methylcarbamate 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: 88.0%

: 1246247-92-6
Methyl 2-{3-[(tert-butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinoline-6-carboxylate

: 100-51-6,185532-71-2
benzyl alcohol

: 74-88-4
methyl iodide

: 1246247-97-1
Benzyl (2-{3-[(tert-butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)methylcarbamate

Guidance literature:: Methyl 2-{3-[(tert-butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinoline-6-carboxylate; With water; sodium hydroxide; In tetrahydrofuran; methanol; at 60 ℃; for 5h;

benzyl alcohol; With diphenyl phosphoryl azide; triethylamine; In 1,4-dioxane; at 100 ℃; for 16h; Cooling with ice; Inert atmosphere;

methyl iodide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

Reference yield:

: 22246-12-4
6-methoxy-1,2,3,4-tetrahydro-1-oxoisoquinoline

: 1246247-97-1
Benzyl (2-{3-[(tert-butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)methylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 20 °C / Inert atmosphere; Cooling with ice

1.2: 2 h / 20 °C / Inert atmosphere; Cooling with ice

2.1: triethylamine; methanesulfonyl chloride / ethyl acetate / 0.25 h / Cooling with ice; Inert atmosphere

2.2: Cooling with ice

2.3: 7 h / 20 °C / Cooling with ice; Inert atmosphere

3.1: hydrogen bromide / water / 16 h / 120 °C / Cooling with ice

3.2: 16 h / 20 °C / Cooling with ice

4.1: trifluorormethanesulfonic acid / pyridine / 0.25 h / Cooling with ice; Inert atmosphere

4.2: 16 h / 65 °C

5.1: sodium hydroxide; water / tetrahydrofuran; methanol / 5 h / 60 °C

5.2: 16 h / 100 °C / Cooling with ice; Inert atmosphere

5.3: 1 h / 20 °C / Inert atmosphere; Cooling with ice

With trifluorormethanesulfonic acid; water; hydrogen bromide; sodium hydride; methanesulfonyl chloride; triethylamine; sodium hydroxide; In tetrahydrofuran; pyridine; methanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1246247-89-1
2-(3-Hydroxypropyl)-6-methoxy-3,4-dihydroisoquinolin-1(2H)-one

: 1246247-97-1
Benzyl (2-{3-[(tert-butoxycarbonyl)(methyl)amino]propyl}-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)methylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; methanesulfonyl chloride / ethyl acetate / 0.25 h / Cooling with ice; Inert atmosphere

1.2: Cooling with ice

1.3: 7 h / 20 °C / Cooling with ice; Inert atmosphere

2.1: hydrogen bromide / water / 16 h / 120 °C / Cooling with ice

2.2: 16 h / 20 °C / Cooling with ice

3.1: trifluorormethanesulfonic acid / pyridine / 0.25 h / Cooling with ice; Inert atmosphere

3.2: 16 h / 65 °C

4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 5 h / 60 °C

4.2: 16 h / 100 °C / Cooling with ice; Inert atmosphere

4.3: 1 h / 20 °C / Inert atmosphere; Cooling with ice

With trifluorormethanesulfonic acid; water; hydrogen bromide; methanesulfonyl chloride; triethylamine; sodium hydroxide; In tetrahydrofuran; pyridine; methanol; water; ethyl acetate;