N-tert-butyl 2-(3-amino-2-oxo-5-phenyl-8-methyl-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethanoic acid amide

Base Information

• Chemical Name: N-tert-butyl 2-(3-amino-2-oxo-5-phenyl-8-methyl-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethanoic acid amide
• CAS No.: 159346-94-8
• Molecular Formula: C₂₃H₂₉N₃O₂
• Molecular Weight: 379.502

Synonyms:N-tert-butyl 2-(3-amino-2-oxo-5-phenyl-8-methyl-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethanoic acid amide

Chemical Property of N-tert-butyl 2-(3-amino-2-oxo-5-phenyl-8-methyl-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethanoic acid amide

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-tert-butyl 2-(3-amino-2-oxo-5-phenyl-8-methyl-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethanoic acid amide

There total 10 articles about N-tert-butyl 2-(3-amino-2-oxo-5-phenyl-8-methyl-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethanoic acid amide 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:

N-tert-butylchloroacetamide (15678-99-6) → N-tert-butyl 2-(3-amino-2-oxo-5-phenyl-8-methyl-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethanoic acid amide (159346-94-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 44 percent / NaI / acetone / 3 h / Heating

2: 1.) LiN(SiMe₃)2 / 1.) THF, 5 min, 2.) THF, DMSO, RT, 1 h

3: 56 percent / NaN₃ / dimethylformamide / 14 h / 70 °C

4: 75 percent / H₂ / 5percent Pd/C / methanol / 5 h / 2844.3 Torr

5: 97 percent / N-hydroxybenzothiazole, ethyl<(dimethylamino)propyl>carbodiimide hydrochloride, triethylamine / 14 h / Ambient temperature

6: 46 percent / HCl gas / ethyl acetate / 2.5 h / 0 - 20 °C

7: 1.) phenyl isothiocyanate, 2.) CF₃COOH / 1.) 1,2-dichloroethane, reflux, 1.2 h, 2.) 60 deg C, 50 min

With hydrogenchloride; sodium azide; N-Hydroxybenzothiazole; hydrogen; phenyl isothiocyanate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; sodium iodide; lithium hexamethyldisilazane; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00048a015

Reference yield:

N-(iodoacetyl)tert-butylamine (103615-48-1) → N-tert-butyl 2-(3-amino-2-oxo-5-phenyl-8-methyl-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethanoic acid amide (159346-94-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) LiN(SiMe₃)2 / 1.) THF, 5 min, 2.) THF, DMSO, RT, 1 h

2: 56 percent / NaN₃ / dimethylformamide / 14 h / 70 °C

3: 75 percent / H₂ / 5percent Pd/C / methanol / 5 h / 2844.3 Torr

4: 97 percent / N-hydroxybenzothiazole, ethyl<(dimethylamino)propyl>carbodiimide hydrochloride, triethylamine / 14 h / Ambient temperature

5: 46 percent / HCl gas / ethyl acetate / 2.5 h / 0 - 20 °C

6: 1.) phenyl isothiocyanate, 2.) CF₃COOH / 1.) 1,2-dichloroethane, reflux, 1.2 h, 2.) 60 deg C, 50 min

With hydrogenchloride; sodium azide; N-Hydroxybenzothiazole; hydrogen; phenyl isothiocyanate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00048a015

Reference yield:

4-phenyl-7-methyl-1,2,3,4-tetrahydronaphth-1-one oxime → N-tert-butyl 2-(3-amino-2-oxo-5-phenyl-8-methyl-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)ethanoic acid amide (159346-94-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 28.5 percent / polyphosphoric acid / 0.42 h / Heating

2: 1.) PCl₅, pyridine, 2.) Br₂ / 1.) CH₂Cl₂, 15 min, 2.) CH₂Cl₂, from -45 deg C to RT

3: 1.) LiN(SiMe₃)2 / 1.) THF, 5 min, 2.) THF, DMSO, RT, 1 h

4: 56 percent / NaN₃ / dimethylformamide / 14 h / 70 °C

5: 75 percent / H₂ / 5percent Pd/C / methanol / 5 h / 2844.3 Torr

6: 97 percent / N-hydroxybenzothiazole, ethyl<(dimethylamino)propyl>carbodiimide hydrochloride, triethylamine / 14 h / Ambient temperature

7: 46 percent / HCl gas / ethyl acetate / 2.5 h / 0 - 20 °C

8: 1.) phenyl isothiocyanate, 2.) CF₃COOH / 1.) 1,2-dichloroethane, reflux, 1.2 h, 2.) 60 deg C, 50 min

With pyridine; hydrogenchloride; sodium azide; PPA; N-Hydroxybenzothiazole; phosphorus pentachloride; hydrogen; bromine; phenyl isothiocyanate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00048a015

upstream raw materials:

N-tert-butyl 2-<3-(L-2-amino-3-phenylpropionamido)-2-oxo-5-phenyl-8-methyl-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl>ethanoic acid amide

N-tert-butylchloroacetamide

N-(iodoacetyl)tert-butylamine

5-phenyl-8-methyl-2,3,4,5-tetrahydro-1H-benzazepin-2-one

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