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

Base Information

• Chemical Name: (S,S)-2-amino-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenylpropionamide
• CAS No.: 116842-76-3
• Molecular Formula: C₂₄H₂₂N₄O₂
• Molecular Weight: 398.464
• Mol file: 116842-76-3.mol

Synonyms:(S,S)-2-amino-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenylpropionamide

Chemical Property of (S,S)-2-amino-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenylpropionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S)-2-amino-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenylpropionamide

There total 3 articles about (S,S)-2-amino-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenylpropionamide 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:

[1-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamoyl)-2-phenylethyl] carbamic acid tert-butyl ester (207600-12-2) → (R,S)-2-amino-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenylpropionamide (932108-12-8) + (S,S)-2-amino-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenylpropionamide (116842-76-3)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at -10 - 20 ℃; for 3h;

DOI:10.1021/jm060747l

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S,S)-2-amino-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenylpropionamide (116842-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium*PF₆^(1-) / CH₂Cl₂ / 18 h / 20 °C

2: 26.1 g / hydrochloric acid / ethyl acetate / 3 h / -10 - 20 °C

With hydrogenchloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In dichloromethane; ethyl acetate;

DOI:10.1021/jm060747l

Reference yield:

3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → (S,S)-2-amino-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenylpropionamide (116842-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium*PF₆^(1-) / CH₂Cl₂ / 18 h / 20 °C

2: 26.1 g / hydrochloric acid / ethyl acetate / 3 h / -10 - 20 °C

With hydrogenchloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In dichloromethane; ethyl acetate;

DOI:10.1021/jm060747l

upstream raw materials:

[1-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamoyl)-2-phenylethyl] carbamic acid tert-butyl ester

N-tert-butoxycarbonyl-L-phenylalanine

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

Downstream raw materials:

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

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

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