(S)-2-amino-N-<(S)-2,3-dihydro-1-(2-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl>benzenepropanamide

Base Information

• Chemical Name: (S)-2-amino-N-<(S)-2,3-dihydro-1-(2-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl>benzenepropanamide
• CAS No.: 174391-10-7
• Molecular Formula: C₃₃H₃₀N₄O₃
• Molecular Weight: 530.626
• Mol file: 174391-10-7.mol

Synonyms:(S)-2-amino-N-<(S)-2,3-dihydro-1-(2-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl>benzenepropanamide

Chemical Property of (S)-2-amino-N-<(S)-2,3-dihydro-1-(2-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl>benzenepropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-amino-N-<(S)-2,3-dihydro-1-(2-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl>benzenepropanamide

There total 7 articles about (S)-2-amino-N-<(S)-2,3-dihydro-1-(2-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl>benzenepropanamide 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: 37.0%

{(S)-1-[2-Oxo-1-(2-oxo-2-o-tolyl-ethyl)-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester → (S)-2-amino-N-<(S)-2,3-dihydro-1-(2-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl>benzenepropanamide (174391-10-7) + (S)-2-amino-N-<(R)-2,3-dihydro-1-(2-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl>benzenepropanamide (174276-57-4)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 5 ℃; for 1.5h;

DOI:10.1248/cpb.43.2159

Reference yield:

2-bromo-1-o-tolylethanone (51012-65-8) → (S)-2-amino-N-<(S)-2,3-dihydro-1-(2-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl>benzenepropanamide (174391-10-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / 50percent aq. NaOH, Aliquat 336 / toluene / 6 h / Ambient temperature

2: 1.) t-BuOK, 2.) i-AmONO / 1.) toluene, -20 deg C, 45 min, 2.) toluene, from -20 to -15 deg C, 2 h

3: 70 percent / H₂ / 5percent Ru/C / methanol / 60 °C / 6080 Torr

4: 90 percent / 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, Et₃N / dimethylformamide / 1 h / Ambient temperature

5: 100 percent / 4N aq. HCl / ethyl acetate / 1.5 h / 5 °C

With hydrogenchloride; sodium hydroxide; potassium tert-butylate; hydrogen; Aliquat 336; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; isopentyl nitrite; Ru-carbon; In methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1248/cpb.43.2159

Reference yield:

1,3-dihydro-1-(2'-methylphenacyl)-5-phenyl-2H-1,4-benzodiazepin-2-one (145084-43-1) → (S)-2-amino-N-<(S)-2,3-dihydro-1-(2-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl>benzenepropanamide (174391-10-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) t-BuOK, 2.) i-AmONO / 1.) toluene, -20 deg C, 45 min, 2.) toluene, from -20 to -15 deg C, 2 h

2: 70 percent / H₂ / 5percent Ru/C / methanol / 60 °C / 6080 Torr

3: 90 percent / 1-hydroxybenzotriazole, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, Et₃N / dimethylformamide / 1 h / Ambient temperature

4: 100 percent / 4N aq. HCl / ethyl acetate / 1.5 h / 5 °C

With hydrogenchloride; potassium tert-butylate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; isopentyl nitrite; Ru-carbon; In methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1248/cpb.43.2159

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

2-bromo-1-o-tolylethanone

1,3-dihydro-1-(2'-methylphenacyl)-5-phenyl-2H-1,4-benzodiazepin-2-one

1-(2-Oxo-2-o-tolyl-ethyl)-5-phenyl-1H-benzo[e][1,4]diazepine-2,3-dione 3-oxime