Carbamic acid, [2,3-dihydro-2-oxo-1-[2-oxo-2-[[(3S)-tetrahydro-5-oxo-2-(phenylmethoxy )-3-furanyl]amino]ethyl]-5-phenyl-1H-1,4-benzodiazepin-3-yl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [2,3-dihydro-2-oxo-1-[2-oxo-2-[[(3S)-tetrahydro-5-oxo-2-(phenylmethoxy )-3-furanyl]amino]ethyl]-5-phenyl-1H-1,4-benzodiazepin-3-yl]-, 1,1-dimethylethyl ester
• CAS No.: 821800-05-9
• Molecular Formula: C33H34N4O7
• Molecular Weight: 598.656
• Mol file: 821800-05-9.mol

Synonyms:

Chemical Property of Carbamic acid, [2,3-dihydro-2-oxo-1-[2-oxo-2-[[(3S)-tetrahydro-5-oxo-2-(phenylmethoxy )-3-furanyl]amino]ethyl]-5-phenyl-1H-1,4-benzodiazepin-3-yl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [2,3-dihydro-2-oxo-1-[2-oxo-2-[[(3S)-tetrahydro-5-oxo-2-(phenylmethoxy )-3-furanyl]amino]ethyl]-5-phenyl-1H-1,4-benzodiazepin-3-yl]-, 1,1-dimethylethyl ester

There total 9 articles about Carbamic acid, [2,3-dihydro-2-oxo-1-[2-oxo-2-[[(3S)-tetrahydro-5-oxo-2-(phenylmethoxy )-3-furanyl]amino]ethyl]-5-phenyl-1H-1,4-benzodiazepin-3-yl]-, 1,1-dimethylethyl 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:

(S)-4-Amino-5-benzyloxy-dihydro-furan-2-one + (3-tert-butoxycarbonylamino-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl)acetic acid (164336-13-4) → {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}carbamic acid tert-butyl ester (821800-05-9)

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) → {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}carbamic acid tert-butyl ester (821800-05-9)

Guidance literature:

Multi-step reaction with 5 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

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

DOI:10.1021/jm049248f

Reference yield:

2-α-(benzyloxycarbonyl)glycinyl)amino>benzophenone (108895-97-2) → {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}carbamic acid tert-butyl ester (821800-05-9)

Guidance literature:

Multi-step reaction with 6 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

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

DOI:10.1021/jm049248f

upstream raw materials:

(3-tert-butoxycarbonylamino-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl)acetic acid

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

Downstream raw materials:

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