5-methylene-1-[(1R)-1-phenylethyl]-4-[(1R)-1-phenylethylamine]-2,5-dihydro-1H-2-azolone

Base Information

• Chemical Name: 5-methylene-1-[(1R)-1-phenylethyl]-4-[(1R)-1-phenylethylamine]-2,5-dihydro-1H-2-azolone
• CAS No.: 474888-41-0
• Molecular Formula: C₂₁H₂₂N₂O
• Molecular Weight: 318.418

Synonyms:5-methylene-1-[(1R)-1-phenylethyl]-4-[(1R)-1-phenylethylamine]-2,5-dihydro-1H-2-azolone

Chemical Property of 5-methylene-1-[(1R)-1-phenylethyl]-4-[(1R)-1-phenylethylamine]-2,5-dihydro-1H-2-azolone

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Technology Process of 5-methylene-1-[(1R)-1-phenylethyl]-4-[(1R)-1-phenylethylamine]-2,5-dihydro-1H-2-azolone

There total 2 articles about 5-methylene-1-[(1R)-1-phenylethyl]-4-[(1R)-1-phenylethylamine]-2,5-dihydro-1H-2-azolone 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: 47.0%

1,1'-carbonyldiimidazole (530-62-1) + [1-Methyl-2-[(E)-(R)-1-phenyl-ethylimino]-prop-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine (137566-61-1) → 5-methylene-1-[(1R)-1-phenylethyl]-4-[(1R)-1-phenylethylamine]-2,5-dihydro-1H-2-azolone (474888-41-0)

Guidance literature:

With boron trifluoride; In tetrahydrofuran; Heating;

DOI:10.1021/ol026599k

Reference yield:

(R)-1-phenyl-ethyl-amine (3886-69-9) → 5-methylene-1-[(1R)-1-phenylethyl]-4-[(1R)-1-phenylethylamine]-2,5-dihydro-1H-2-azolone (474888-41-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98percent HCO₂H; 4 Angstroem molecular sieves / CH₂Cl₂ / 168 h / 25 °C

2: 47 percent / boron frifluoride / tetrahydrofuran / Heating

With 4 A molecular sieve; boron trifluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol026599k

Reference yield: 60.0%

5-methylene-1-[(1R)-1-phenylethyl]-4-[(1R)-1-phenylethylamine]-2,5-dihydro-1H-2-azolone (474888-41-0) → (5R)-5-methyl-1-[(1R)-1-phenylethyl]-4-[(1R)-1-phenylethylamino]-2,5-dihydro-1H-2-azolone + (S)-5-Methyl-1-((R)-1-phenyl-ethyl)-4-((R)-1-phenyl-ethylamino)-1,5-dihydro-pyrrol-2-one

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 25 ℃;

DOI:10.1021/ol026599k

upstream raw materials:

1,1'-carbonyldiimidazole

[1-Methyl-2-[(E)-(R)-1-phenyl-ethylimino]-prop-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine

(R)-1-phenyl-ethyl-amine

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