(S)-{3-[3-(2-fluorophenyl)ureido]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl}acetic acid

Base Information

• Chemical Name: (S)-{3-[3-(2-fluorophenyl)ureido]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl}acetic acid
• CAS No.: 932108-22-0
• Molecular Formula: C₂₄H₁₉FN₄O₄
• Molecular Weight: 446.438
• Mol file: 932108-22-0.mol

Synonyms:(S)-{3-[3-(2-fluorophenyl)ureido]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl}acetic acid

Chemical Property of (S)-{3-[3-(2-fluorophenyl)ureido]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl}acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-{3-[3-(2-fluorophenyl)ureido]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl}acetic acid

There total 8 articles about (S)-{3-[3-(2-fluorophenyl)ureido]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl}acetic acid 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: 85.0%

(S)-{3-[3-(2-fluorophenyl)ureido]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl}acetic acid methyl ester (932108-21-9) → (S)-{3-[3-(2-fluorophenyl)ureido]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl}acetic acid (932108-22-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1021/jm060747l

Reference yield:

(S)-1-(2-fluorophenyl)-3-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)urea (676128-63-5,676128-62-4,932108-20-8) → (S)-{3-[3-(2-fluorophenyl)ureido]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl}acetic acid (932108-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 20 °C

1.2: 65 percent / dimethylformamide / 3 h

2.1: 85 percent / LiOH / H₂O; tetrahydrofuran / 1 h / 20 °C

With lithium hydroxide; sodium hydride; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jm060747l

Reference yield:

(S,S)-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenyl-2-(3-phenylthioureido)propionamide (676127-93-8) → (S)-{3-[3-(2-fluorophenyl)ureido]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl}acetic acid (932108-22-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 380 mg / trifluoroacetic acid / 0.67 h / 50 °C

2.1: 73 percent / triethylamine / tetrahydrofuran / 18 h / 20 °C

3.1: NaH / dimethylformamide / 0.5 h / 20 °C

3.2: 65 percent / dimethylformamide / 3 h

4.1: 85 percent / LiOH / H₂O; tetrahydrofuran / 1 h / 20 °C

With lithium hydroxide; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jm060747l

upstream raw materials:

(S)-{3-[3-(2-fluorophenyl)ureido]-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-1-yl}acetic acid methyl ester

(S)-1-(2-fluorophenyl)-3-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)urea

(S,S)-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenyl-2-(3-phenylthioureido)propionamide

1-Fluoro-2-isocyanato-benzene