L-Glutamic acid, N-[4-[(2-amino-1,6,7,8-tetrahydro-5H-imidazo[4,5-g]quinolin-5-yl)methyl ]benzoyl]-, diethyl ester

Base Information

Chemical Name:L-Glutamic acid, N-[4-[(2-amino-1,6,7,8-tetrahydro-5H-imidazo[4,5-g]quinolin-5-yl)methyl ]benzoyl]-, diethyl ester
CAS No.:138814-31-0
Molecular Formula:C27H33N5O5
Molecular Weight:507.59
Hs Code.:

Synonyms:

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Chemical Property of L-Glutamic acid, N-[4-[(2-amino-1,6,7,8-tetrahydro-5H-imidazo[4,5-g]quinolin-5-yl)methyl ]benzoyl]-, diethyl ester

Chemical Property:

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Technology Process of L-Glutamic acid, N-[4-[(2-amino-1,6,7,8-tetrahydro-5H-imidazo[4,5-g]quinolin-5-yl)methyl ]benzoyl]-, diethyl ester

There total 12 articles about L-Glutamic acid, N-[4-[(2-amino-1,6,7,8-tetrahydro-5H-imidazo[4,5-g]quinolin-5-yl)methyl ]benzoyl]-, diethyl 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:

: 580-15-4
6-aminoquinoline

: 138814-31-0
2-amino-N⁵-<4-(L-glu5tamocarbonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline diethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 77 percent / CH₂Cl₂ / 0.17 h / 25 °C

2: 85 percent / H₂ / PtO₂ / acetic acid / 1.5 h / 1551.4 Torr

3: 98percent H₂SO₄, 70percent HNO₃ / -10 °C

4: 88 percent / diisopropylethylamine / dimethylformamide / 5 h / 70 °C

5: 3 N aq. HCl / 5.5 h / 60 °C

6: 3 N aq. HCl / 5.5 h / 60 °C

7: 65 percent / triethylamine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / dimethylformamide / 12 h / Ambient temperature

8: Zn / acetic acid / 0.05 h / 23 °C

9: acetonitrile; methanol / 2 h / 70 °C

With hydrogenchloride; sulfuric acid; hydrogen; nitric acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; platinum(IV) oxide; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00083a007

Reference yield:

: 22433-76-7
N-(Quinolin-6-yl)acetamide

: 138814-31-0
2-amino-N⁵-<4-(L-glu5tamocarbonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline diethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / H₂ / PtO₂ / acetic acid / 1.5 h / 1551.4 Torr

2: 98percent H₂SO₄, 70percent HNO₃ / -10 °C

3: 88 percent / diisopropylethylamine / dimethylformamide / 5 h / 70 °C

4: 3 N aq. HCl / 5.5 h / 60 °C

5: 3 N aq. HCl / 5.5 h / 60 °C

6: 65 percent / triethylamine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / dimethylformamide / 12 h / Ambient temperature

7: Zn / acetic acid / 0.05 h / 23 °C

8: acetonitrile; methanol / 2 h / 70 °C

With hydrogenchloride; sulfuric acid; hydrogen; nitric acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; platinum(IV) oxide; In methanol; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00083a007

Reference yield:

: 99-75-2
4-methyl-benzoic acid methyl ester

: 138814-31-0
2-amino-N⁵-<4-(L-glu5tamocarbonyl)benzyl>-5,6,7,8-tetrahydro-1H-imidazo<4,5-g>quinoline diethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 72 percent / N-bromosuccinimide / CCl₄ / 1 h / Heating; Irradiation

2: 88 percent / diisopropylethylamine / dimethylformamide / 5 h / 70 °C

3: 3 N aq. HCl / 5.5 h / 60 °C

4: 3 N aq. HCl / 5.5 h / 60 °C

5: 65 percent / triethylamine, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC) / dimethylformamide / 12 h / Ambient temperature

6: Zn / acetic acid / 0.05 h / 23 °C

7: acetonitrile; methanol / 2 h / 70 °C

With hydrogenchloride; N-Bromosuccinimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; In methanol; tetrachloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00083a007