rac-[trans-1-(4-aminocyclohexyl)-2-(7-methoxy-2-oxo-2H-quinolin-1-yl)ethyl]carbamic acid tert-butyl ester

Base Information

Chemical Name:rac-[trans-1-(4-aminocyclohexyl)-2-(7-methoxy-2-oxo-2H-quinolin-1-yl)ethyl]carbamic acid tert-butyl ester
CAS No.:1198355-12-2
Molecular Formula:C₂₃H₃₃N₃O₄
Molecular Weight:415.533
Hs Code.:

Synonyms:rac-[trans-1-(4-aminocyclohexyl)-2-(7-methoxy-2-oxo-2H-quinolin-1-yl)ethyl]carbamic acid tert-butyl ester

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Chemical Property of rac-[trans-1-(4-aminocyclohexyl)-2-(7-methoxy-2-oxo-2H-quinolin-1-yl)ethyl]carbamic acid tert-butyl ester

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Technology Process of rac-[trans-1-(4-aminocyclohexyl)-2-(7-methoxy-2-oxo-2H-quinolin-1-yl)ethyl]carbamic acid tert-butyl ester

There total 11 articles about rac-[trans-1-(4-aminocyclohexyl)-2-(7-methoxy-2-oxo-2H-quinolin-1-yl)ethyl]carbamic acid tert-butyl 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: 77.0%

: 1198355-11-1
trans-{4-[(1RS)-1-tert-butoxycarbonylamino-2-(7-methoxy-2-oxo-2H-quinolin-1-yl)-ethyl]cyclohexyl}carbamic acid benzyl ester

: 1198355-12-2
rac-[trans-1-(4-aminocyclohexyl)-2-(7-methoxy-2-oxo-2H-quinolin-1-yl)ethyl]carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; 20% palladium hydroxide-activated charcoal; In water; ethyl acetate; for 3h;

Reference yield:

: 1198355-03-1
trans-[4-(2-bromoacetyl)cyclohexyl]carbamic acid tert-butyl ester

: 1198355-12-2
rac-[trans-1-(4-aminocyclohexyl)-2-(7-methoxy-2-oxo-2H-quinolin-1-yl)ethyl]carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0.75 h / 75 °C

2: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h

3: trifluoroacetic acid / dichloromethane / 0.33 h / 20 °C

4: sodium hydrogencarbonate / water; acetone / 0 - 20 °C

5: triethylamine / dichloromethane / 0.5 h

6: sodium azide / N,N-dimethyl-formamide / 2 h / 80 °C

7: water; triphenylphosphine / tetrahydrofuran / 8 h / 55 °C

8: dichloromethane / 20 °C

9: hydrogen / 20% palladium hydroxide-activated charcoal / water; ethyl acetate / 3 h

With sodium tetrahydroborate; sodium azide; water; hydrogen; sodium hydrogencarbonate; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; 20% palladium hydroxide-activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;

Reference yield:

: 1198355-06-4
rac-1-[trans-2-(4-aminocyclohexyl)-2-hydroxyethyl]-7-methoxy-1H-quinolin-2-one

: 1198355-12-2
rac-[trans-1-(4-aminocyclohexyl)-2-(7-methoxy-2-oxo-2H-quinolin-1-yl)ethyl]carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydrogencarbonate / water; acetone / 0 - 20 °C

2: triethylamine / dichloromethane / 0.5 h

3: sodium azide / N,N-dimethyl-formamide / 2 h / 80 °C

4: water; triphenylphosphine / tetrahydrofuran / 8 h / 55 °C

5: dichloromethane / 20 °C

6: hydrogen / 20% palladium hydroxide-activated charcoal / water; ethyl acetate / 3 h

With sodium azide; water; hydrogen; sodium hydrogencarbonate; triethylamine; triphenylphosphine; 20% palladium hydroxide-activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;