tert-butyl [2-(6-chloro-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]carbamate

Base Information

Chemical Name:tert-butyl [2-(6-chloro-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]carbamate
CAS No.:1332697-19-4
Molecular Formula:C₂₃H₂₅ClN₂O₃
Molecular Weight:412.916
Hs Code.:

Synonyms:tert-butyl [2-(6-chloro-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]carbamate

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Chemical Property of tert-butyl [2-(6-chloro-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]carbamate

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Technology Process of tert-butyl [2-(6-chloro-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]carbamate

There total 14 articles about tert-butyl [2-(6-chloro-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]carbamate 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:

: C₁₉H₁₅ClN₂O₂

: 75-65-0
tert-butyl alcohol

: 1332697-19-4
tert-butyl [2-(6-chloro-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]carbamate

Guidance literature:: In toluene; at 85 ℃; for 15h;
DOI:10.1016/j.bmc.2011.06.059

Reference yield:

: C₂₁H₁₉ClO₇

: 1332697-19-4
tert-butyl [2-(6-chloro-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]carbamate

Guidance literature:: Multi-step reaction with 11 steps

1: hydrogenchloride; water; acetic acid / 3 h / 110 °C

2: methanol / 4 h / 20 °C

3: hydrogenchloride / ethyl acetate / 24 h / 20 °C

4: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 2 h / 20 °C

5: sodium tetrahydroborate / tetrahydrofuran; 1,2-dimethoxyethane / 2 h / 0 °C

6: triethylamine / dichloromethane / 0.5 h / 20 °C

7: sodium hydride / tetrahydrofuran / 48 h / 0 - 20 °C

8: hydrogenchloride; water; acetic acid / 2 h / 120 °C

9: diphenyl phosphoryl azide; triethylamine / N,N-dimethyl-formamide / 5 h / 20 °C

10: toluene / 1.5 h / Reflux

11: toluene / 15 h / 85 °C

With hydrogenchloride; sodium tetrahydroborate; oxalyl dichloride; diphenyl phosphoryl azide; water; sodium hydride; acetic acid; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 10: Curtius rearrangement;
DOI:10.1016/j.bmc.2011.06.059

Reference yield:

: (6-chloro-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)methyl methanesulfonate

: 1332697-19-4
tert-butyl [2-(6-chloro-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinolin-3-yl)ethyl]carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydride / tetrahydrofuran / 48 h / 0 - 20 °C

2: hydrogenchloride; water; acetic acid / 2 h / 120 °C

3: diphenyl phosphoryl azide; triethylamine / N,N-dimethyl-formamide / 5 h / 20 °C

4: toluene / 1.5 h / Reflux

5: toluene / 15 h / 85 °C

With hydrogenchloride; diphenyl phosphoryl azide; water; sodium hydride; acetic acid; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 4: Curtius rearrangement;
DOI:10.1016/j.bmc.2011.06.059