(±)-1-(tert-butoxycarbonyl)-5-benzyl-2-(methylsulfanyl)-4,5-dihydro-1H-imidazol-4-one

Base Information

• Chemical Name: (±)-1-(tert-butoxycarbonyl)-5-benzyl-2-(methylsulfanyl)-4,5-dihydro-1H-imidazol-4-one
• CAS No.: 1448350-28-4
• Molecular Formula: C₁₆H₂₀N₂O₃S
• Molecular Weight: 320.412

Synonyms:(±)-1-(tert-butoxycarbonyl)-5-benzyl-2-(methylsulfanyl)-4,5-dihydro-1H-imidazol-4-one

Chemical Property of (±)-1-(tert-butoxycarbonyl)-5-benzyl-2-(methylsulfanyl)-4,5-dihydro-1H-imidazol-4-one

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Technology Process of (±)-1-(tert-butoxycarbonyl)-5-benzyl-2-(methylsulfanyl)-4,5-dihydro-1H-imidazol-4-one

There total 2 articles about (±)-1-(tert-butoxycarbonyl)-5-benzyl-2-(methylsulfanyl)-4,5-dihydro-1H-imidazol-4-one 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: 63.0%

tert-butyl (S)-5-benzyl-4-oxo-2-thioxoimidazolidine-1-carboxylate (1356003-49-0) + methyl iodide (74-88-4) → (±)-1-(tert-butoxycarbonyl)-5-benzyl-2-(methylsulfanyl)-4,5-dihydro-1H-imidazol-4-one (1448350-28-4)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1021/jm400634n

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (±)-1-(tert-butoxycarbonyl)-5-benzyl-2-(methylsulfanyl)-4,5-dihydro-1H-imidazol-4-one (1448350-28-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / acetonitrile / 18 h / 20 °C

2: potassium carbonate / acetonitrile / 2.5 h / 20 °C / Inert atmosphere

With pyridine; potassium carbonate; In acetonitrile;

DOI:10.1021/jm400634n

Reference yield: 33.0%

N-methyl-p-aminobenzoic acid (10541-83-0,937737-33-2) + (±)-1-(tert-butoxycarbonyl)-5-benzyl-2-(methylsulfanyl)-4,5-dihydro-1H-imidazol-4-one (1448350-28-4) → 4-({[(±)-1-(tert-butoxycarbonyl)-5-benzyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl]amino}methyl)benzoic acid (1448350-31-9)

Guidance literature:

In ethanol; for 18h; Inert atmosphere; Reflux;

DOI:10.1021/jm400634n

upstream raw materials:

tert-butyl (S)-5-benzyl-4-oxo-2-thioxoimidazolidine-1-carboxylate

methyl iodide

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

4-({[(±)-1-(tert-butoxycarbonyl)-5-benzyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl]amino}methyl)benzoic acid

1-tert-butyloxycarbonyl-(±)-2-[({4-[(2-aminophenyl)carbamoyl]phenyl}methyl)amino]-5-benzyl-4-oxo-4,5-dihydro-1H-imidazole

(±)-N-(2-aminophenyl)-4-({(5-benzyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)amino}methyl)benzamide

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