3(S)-acetylamino-N-{1-[((3S)-2-benzyloxy-5-oxo-tetrahydrofuran-3-ylcarbamoyl)methyl]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl}succinamic acid benzyl ester

Base Information

• Chemical Name: 3(S)-acetylamino-N-{1-[((3S)-2-benzyloxy-5-oxo-tetrahydrofuran-3-ylcarbamoyl)methyl]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl}succinamic acid benzyl ester
• CAS No.: 821800-06-0
• Molecular Formula: C₄₁H₃₉N₅O₉
• Molecular Weight: 745.789
• Mol file: 821800-06-0.mol

Synonyms:3(S)-acetylamino-N-{1-[((3S)-2-benzyloxy-5-oxo-tetrahydrofuran-3-ylcarbamoyl)methyl]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl}succinamic acid benzyl ester

Chemical Property of 3(S)-acetylamino-N-{1-[((3S)-2-benzyloxy-5-oxo-tetrahydrofuran-3-ylcarbamoyl)methyl]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl}succinamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3(S)-acetylamino-N-{1-[((3S)-2-benzyloxy-5-oxo-tetrahydrofuran-3-ylcarbamoyl)methyl]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl}succinamic acid benzyl ester

There total 12 articles about 3(S)-acetylamino-N-{1-[((3S)-2-benzyloxy-5-oxo-tetrahydrofuran-3-ylcarbamoyl)methyl]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl}succinamic 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:

N-acetyl-L-aspartic acid β-benzyl ester (10144-33-9) + 2-(3-amino-2-oxo-5-phenyl-2,3-dihydro-benzo[e][1,4]diazepin-1-yl)-N-(2-benzyloxy-5-oxo-tetrahydro-furan-3-yl)-acetamide → 3(S)-acetylamino-N-{1-[((3S)-2-benzyloxy-5-oxo-tetrahydrofuran-3-ylcarbamoyl)methyl]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl}succinamic acid benzyl ester (821800-06-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1021/jm049248f

Reference yield:

benzyl 2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamate (108895-98-3) → 3(S)-acetylamino-N-{1-[((3S)-2-benzyloxy-5-oxo-tetrahydrofuran-3-ylcarbamoyl)methyl]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl}succinamic acid benzyl ester (821800-06-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: Pd(OAc)2; TEA; triethylsilane / CH₂Cl₂ / 3 h / 20 °C

2.1: 3.78 g / CH₂Cl₂ / 2 h / 20 °C

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: 88 percent / dimethylformamide / 4 h / 20 °C

4.1: 87 percent / aq. LiOH / methanol / 6 h / 0 - 20 °C

5.1: 1.09 g / HOBt hydrate; EDCI / CH₂Cl₂ / 15 h / 20 °C

6.1: TFA / CH₂Cl₂ / 4 h / 20 °C

7.1: 224 mg / HOBt hydrate; EDCI / CH₂Cl₂ / 15 h / 20 °C

With triethylsilane; palladium diacetate; lithium hydroxide; TEA; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm049248f

Reference yield:

2-α-(benzyloxycarbonyl)glycinyl)amino>benzophenone (108895-97-2) → 3(S)-acetylamino-N-{1-[((3S)-2-benzyloxy-5-oxo-tetrahydrofuran-3-ylcarbamoyl)methyl]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl}succinamic acid benzyl ester (821800-06-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 7.0 g / NH₄OAc; AcOH / 12 h / 20 °C

2.1: Pd(OAc)2; TEA; triethylsilane / CH₂Cl₂ / 3 h / 20 °C

3.1: 3.78 g / CH₂Cl₂ / 2 h / 20 °C

4.1: NaH / dimethylformamide / 0.5 h / 0 °C

4.2: 88 percent / dimethylformamide / 4 h / 20 °C

5.1: 87 percent / aq. LiOH / methanol / 6 h / 0 - 20 °C

6.1: 1.09 g / HOBt hydrate; EDCI / CH₂Cl₂ / 15 h / 20 °C

7.1: TFA / CH₂Cl₂ / 4 h / 20 °C

8.1: 224 mg / HOBt hydrate; EDCI / CH₂Cl₂ / 15 h / 20 °C

With triethylsilane; palladium diacetate; lithium hydroxide; TEA; ammonium acetate; sodium hydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm049248f

upstream raw materials:

N-acetyl-L-aspartic acid β-benzyl ester

benzyl 2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamate

2-α-(benzyloxycarbonyl)glycinyl)amino>benzophenone

3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one