1-{[(cyclohexyloxy)carbonyl]oxy)ethyl (2S)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoate

Base Information

Chemical Name:1-{[(cyclohexyloxy)carbonyl]oxy)ethyl (2S)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoate
CAS No.:1224849-35-7
Molecular Formula:C₃₁H₄₃N₃O₇
Molecular Weight:569.698
Hs Code.:

Synonyms:1-{[(cyclohexyloxy)carbonyl]oxy)ethyl (2S)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoate

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Chemical Property of 1-{[(cyclohexyloxy)carbonyl]oxy)ethyl (2S)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoate

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Technology Process of 1-{[(cyclohexyloxy)carbonyl]oxy)ethyl (2S)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoate

There total 9 articles about 1-{[(cyclohexyloxy)carbonyl]oxy)ethyl (2S)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoate 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:

: 1224847-73-7
(2S)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoic acid

: 95789-69-8,102672-57-1
cyclohexyl (1-iodoethyl)carbonate

: 1224849-35-7
1-{[(cyclohexyloxy)carbonyl]oxy)ethyl (2S)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoate

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; for 1h;

Reference yield:

: 553-03-7
3,4-dihydro-2(1H)-quinolone

: 1224849-35-7
1-{[(cyclohexyloxy)carbonyl]oxy)ethyl (2S)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / Cooling with ice

1.2: 1 h / -30 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Cooling with ice

3.1: manganese(IV) oxide / chloroform / 15 h / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

4.2: 1 h / -78 °C

4.3: 1 h / 20 °C / Cooling with ice

5.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 1 h / 60 °C

6.1: water; lithium hydroxide / tetrahydrofuran / 15 h / 20 °C

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dmap / chloroform / 15 h / 20 °C

8.1: hydrogen / palladium 10% on activated carbon / methanol / 10 h / 60 °C

9.1: caesium carbonate / N,N-dimethyl-formamide / 1 h

With manganese(IV) oxide; lithium aluminium tetrahydride; potassium tert-butylate; water; hydrogen; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; lithium hexamethyldisilazane; dmap; palladium 10% on activated carbon; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide;

Reference yield:

: 1224847-65-7
ethyl 4,5-dihydroimidazo[1,5-a]quinoline-3-carboxylate

: 1224849-35-7
1-{[(cyclohexyloxy)carbonyl]oxy)ethyl (2S)-5-[(tert-butoxycarbonyl)amino]-2-(4,5-dihydroimidazo[1,5-a]quinolin-3-ylmethyl)pentanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Cooling with ice

2.1: manganese(IV) oxide / chloroform / 15 h / 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

3.2: 1 h / -78 °C

3.3: 1 h / 20 °C / Cooling with ice

4.1: hydrogen / palladium 10% on activated carbon / tetrahydrofuran; methanol / 1 h / 60 °C

5.1: water; lithium hydroxide / tetrahydrofuran / 15 h / 20 °C

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dmap / chloroform / 15 h / 20 °C

7.1: hydrogen / palladium 10% on activated carbon / methanol / 10 h / 60 °C

8.1: caesium carbonate / N,N-dimethyl-formamide / 1 h

With manganese(IV) oxide; lithium aluminium tetrahydride; water; hydrogen; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; lithium hexamethyldisilazane; dmap; palladium 10% on activated carbon; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide;