[5-(4-carbamoyl-phenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-carbamic Acid Benzyl Ester

Base Information

• Chemical Name: [5-(4-carbamoyl-phenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-carbamic Acid Benzyl Ester
• CAS No.: 376583-99-2
• Molecular Formula: C₂₅H₂₂N₄O₄
• Molecular Weight: 442.474

Synonyms:

Chemical Property of [5-(4-carbamoyl-phenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-carbamic Acid Benzyl Ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [5-(4-carbamoyl-phenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-carbamic Acid Benzyl Ester

There total 15 articles about [5-(4-carbamoyl-phenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-carbamic Acid Benzyl 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:

Methyl N-methylanthranilate (85-91-6) → [5-(4-carbamoyl-phenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-carbamic Acid Benzyl Ester (376583-99-2)

Guidance literature:

Multi-step reaction with 14 steps

1: CH₂Cl₂

2: aq. NaOH / 0 °C

3: NH₃ / methanol

4: NaH / tetrahydrofuran

5: Mg; I₂ / tetrahydrofuran

6: HCl / ethyl acetate

7: iAmONO; tBuOK / toluene

8: Et₃N / tetrahydrofuran

9: H₂ / Pd/C / methanol

10: aq. Na₂CO₃ / dioxane

11: HCl / dioxane

12: Et₃N / CH₂Cl₂

13: aq. NaOH / tetrahydrofuran

14: NH₄Cl; EDC; HOBt / dimethylformamide

With hydrogenchloride; sodium hydroxide; potassium tert-butylate; ammonia; hydrogen; iodine; sodium hydride; sodium carbonate; ammonium chloride; benzotriazol-1-ol; magnesium; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0960-894X(02)00909-5

Reference yield:

1-methyl-1,2,3,4-tetrahydro-3H-1,4-benzodiazepin-2,5-dione (1133-42-2) → [5-(4-carbamoyl-phenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-carbamic Acid Benzyl Ester (376583-99-2)

Guidance literature:

Multi-step reaction with 11 steps

1: NaH / tetrahydrofuran

2: Mg; I₂ / tetrahydrofuran

3: HCl / ethyl acetate

4: iAmONO; tBuOK / toluene

5: Et₃N / tetrahydrofuran

6: H₂ / Pd/C / methanol

7: aq. Na₂CO₃ / dioxane

8: HCl / dioxane

9: Et₃N / CH₂Cl₂

10: aq. NaOH / tetrahydrofuran

11: NH₄Cl; EDC; HOBt / dimethylformamide

With hydrogenchloride; sodium hydroxide; potassium tert-butylate; hydrogen; iodine; sodium hydride; sodium carbonate; ammonium chloride; benzotriazol-1-ol; magnesium; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0960-894X(02)00909-5

Reference yield:

methyl 2-(N-bromoacetyl-N-methylamino)benzoate (5946-42-9) → [5-(4-carbamoyl-phenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl]-carbamic Acid Benzyl Ester (376583-99-2)

Guidance literature:

Multi-step reaction with 13 steps

1: aq. NaOH / 0 °C

2: NH₃ / methanol

3: NaH / tetrahydrofuran

4: Mg; I₂ / tetrahydrofuran

5: HCl / ethyl acetate

6: iAmONO; tBuOK / toluene

7: Et₃N / tetrahydrofuran

8: H₂ / Pd/C / methanol

9: aq. Na₂CO₃ / dioxane

10: HCl / dioxane

11: Et₃N / CH₂Cl₂

12: aq. NaOH / tetrahydrofuran

13: NH₄Cl; EDC; HOBt / dimethylformamide

With hydrogenchloride; sodium hydroxide; potassium tert-butylate; ammonia; hydrogen; iodine; sodium hydride; sodium carbonate; ammonium chloride; benzotriazol-1-ol; magnesium; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0960-894X(02)00909-5

upstream raw materials:

4-(3-benzyloxycarbonylamino-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-5-yl)-benzoic acid

Methyl N-methylanthranilate

1-methyl-1,2,3,4-tetrahydro-3H-1,4-benzodiazepin-2,5-dione

methyl 2-(N-bromoacetyl-N-methylamino)benzoate

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