N-(3-benzyloxy-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-propionamide

Base Information

• Chemical Name: N-(3-benzyloxy-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-propionamide
• CAS No.: 683277-96-5
• Molecular Formula: C₃₃H₂₉F₂N₃O₄
• Molecular Weight: 569.608
• Mol file: 683277-96-5.mol

Synonyms:N-(3-benzyloxy-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-propionamide

Chemical Property of N-(3-benzyloxy-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-propionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-benzyloxy-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-propionamide

There total 3 articles about N-(3-benzyloxy-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-propionamide 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:

3,5-difluorophenyl acetic acid (105184-38-1) + 2-amino-N-(3-benzyloxy-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-propionamide → N-(3-benzyloxy-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-propionamide (683277-96-5)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2004.01.087

Reference yield:

3-benzyloxy-5H,7H-dibenzo[b,d]azepin-6-one (683277-89-6) → N-(3-benzyloxy-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-propionamide (683277-96-5)

Guidance literature:

Multi-step reaction with 6 steps

1: NaH / dimethylformamide / 0 - 20 °C

2: n-BuONO; KHMDS / tetrahydrofuran / 0 °C

3: Zn; TFA / CH₂Cl₂ / 20 °C

4: EDC; HOBt; NMM / tetrahydrofuran / 0 - 20 °C

5: TFA / CH₂Cl₂ / 20 °C

6: EDC; HOBt; NMM / tetrahydrofuran / 0 - 20 °C

With 4-methyl-morpholine; n-Butyl nitrite; potassium hexamethylsilazane; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2004.01.087

Reference yield:

3-benzyloxy-5-methyl-5H,7H-dibenzo[b,d]azepin-6-one → N-(3-benzyloxy-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-2-[2-(3,5-difluoro-phenyl)-acetylamino]-propionamide (683277-96-5)

Guidance literature:

Multi-step reaction with 5 steps

1: n-BuONO; KHMDS / tetrahydrofuran / 0 °C

2: Zn; TFA / CH₂Cl₂ / 20 °C

3: EDC; HOBt; NMM / tetrahydrofuran / 0 - 20 °C

4: TFA / CH₂Cl₂ / 20 °C

5: EDC; HOBt; NMM / tetrahydrofuran / 0 - 20 °C

With 4-methyl-morpholine; n-Butyl nitrite; potassium hexamethylsilazane; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2004.01.087

upstream raw materials:

3,5-difluorophenyl acetic acid

3-benzyloxy-5H,7H-dibenzo[b,d]azepin-6-one

Downstream raw materials:

2-[2-(3,5-difluoro-phenyl)-acetylamino]-N-(3-hydroxy-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-propionamide