(4S,5R)-(-)-1-[2'-(diphenylmethyleneamino)acetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone

Base Information

• Chemical Name: (4S,5R)-(-)-1-[2'-(diphenylmethyleneamino)acetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone
• CAS No.: 220280-64-8
• Molecular Formula: C₂₆H₂₅N₃O₂
• Molecular Weight: 411.503
• Mol file: 220280-64-8.mol

Synonyms:(4S,5R)-(-)-1-[2'-(diphenylmethyleneamino)acetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone

Chemical Property of (4S,5R)-(-)-1-[2'-(diphenylmethyleneamino)acetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-(-)-1-[2'-(diphenylmethyleneamino)acetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone

There total 4 articles about (4S,5R)-(-)-1-[2'-(diphenylmethyleneamino)acetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone 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: 68.0%

Benzophenone imine (1013-88-3) + (4S,5R)-(-)-1-(2'-amidoacetyl)-3,4-dimethyl-5-phenyl-2-imidazolidinone → (4S,5R)-(-)-1-[2'-(diphenylmethyleneamino)acetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone (220280-64-8)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jo000321t

Reference yield:

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (92841-65-1) → (4S,5R)-(-)-1-[2'-(diphenylmethyleneamino)acetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone (220280-64-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / acetonitrile / 4 h / 80 °C

2: 87 percent / NaN₃ / acetonitrile / 72 h / 80 °C

3: 100 percent / H₂; HCl / Pd/C / methanol; H₂O

4: 68 percent / CH₂Cl₂ / 24 h / 20 °C

With hydrogenchloride; sodium azide; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; water; acetonitrile; 1: Substitution / 2: Substitution / 3: Catalytic hydrogenation / 4: Condensation;

DOI:10.1021/jo000321t

Reference yield:

(4S,5R)-(-)-(2'-chloroacetyl)-3,4-dimethyl-5-phenyl-2-imidazolidinone (143359-25-5) → (4S,5R)-(-)-1-[2'-(diphenylmethyleneamino)acetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone (220280-64-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / NaN₃ / acetonitrile / 72 h / 80 °C

2: 100 percent / H₂; HCl / Pd/C / methanol; H₂O

3: 68 percent / CH₂Cl₂ / 24 h / 20 °C

With hydrogenchloride; sodium azide; hydrogen; palladium on activated charcoal; In methanol; dichloromethane; water; acetonitrile; 1: Substitution / 2: Catalytic hydrogenation / 3: Condensation;

DOI:10.1021/jo000321t

upstream raw materials:

Benzophenone imine

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one

(4S,5R)-(-)-(2'-chloroacetyl)-3,4-dimethyl-5-phenyl-2-imidazolidinone

(4S,5R)-(-)-1-(2'-azidoacetyl)-3,4-dimethyl-5-phenyl-2-imidazolidinone

Downstream raw materials:

(4S,5R)-1-[(S)-2-(Benzhydrylidene-amino)-pent-4-enoyl]-3,4-dimethyl-5-phenyl-imidazolidin-2-one

(2S,4'S,5'R)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-4-penten-1-one

(2S,4'S,5'R)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-3-phenylpropan-1-one

(S)-methyl 2-((diphenylmethylene)amino)pent-4-enoate