(5R)-3-{4-[(3,3-dimethyl-1,3-dihydro-2-benzofuran-5-yl)oxy]phenyl}-5-ethyl-5-methyl-2,4-imidazolidinedione

Base Information

• Chemical Name: (5R)-3-{4-[(3,3-dimethyl-1,3-dihydro-2-benzofuran-5-yl)oxy]phenyl}-5-ethyl-5-methyl-2,4-imidazolidinedione
• CAS No.: 1415598-70-7
• Molecular Formula: C₂₂H₂₄N₂O₄
• Molecular Weight: 380.444
• Mol file: 1415598-70-7.mol

Synonyms:(5R)-3-{4-[(3,3-dimethyl-1,3-dihydro-2-benzofuran-5-yl)oxy]phenyl}-5-ethyl-5-methyl-2,4-imidazolidinedione

Chemical Property of (5R)-3-{4-[(3,3-dimethyl-1,3-dihydro-2-benzofuran-5-yl)oxy]phenyl}-5-ethyl-5-methyl-2,4-imidazolidinedione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R)-3-{4-[(3,3-dimethyl-1,3-dihydro-2-benzofuran-5-yl)oxy]phenyl}-5-ethyl-5-methyl-2,4-imidazolidinedione

There total 11 articles about (5R)-3-{4-[(3,3-dimethyl-1,3-dihydro-2-benzofuran-5-yl)oxy]phenyl}-5-ethyl-5-methyl-2,4-imidazolidinedione 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:

2-bromo-4-hydroxybenzaldehyde (22532-60-1) → (5R)-3-{4-[(3,3-dimethyl-1,3-dihydro-2-benzofuran-5-yl)oxy]phenyl}-5-ethyl-5-methyl-2,4-imidazolidinedione (1415598-70-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 1H-imidazole / dichloromethane / 0.5 h / 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -15 °C

3.2: 1 h / 15 °C

4.1: n-butyllithium; p-toluenesulfonyl chloride / hexane; tetrahydrofuran / 0.25 h / 0 °C

4.2: 0.17 h / 0 °C

5.1: potassium carbonate / acetonitrile / 70 - 80 °C / Inert atmosphere; Reflux

6.1: hydrogen / 5% Pd-C / ethanol / 4 h / 1500.15 Torr

7.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate; acetonitrile / 4.5 h / 20 - 80 °C

8.1: ethyl acetate / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; hydrogen; potassium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; p-toluenesulfonyl chloride; 5% Pd-C; In tetrahydrofuran; ethanol; hexane; dichloromethane; ethyl acetate; acetonitrile;

Reference yield:

(2R)-2-amino-N-[4-[(3,3-dimethyl-1H-isobenzofuran-5-yl)oxy]phenyl]-2-methyl-butanamide (1415599-58-4) + 1,1'-carbonyldiimidazole (530-62-1) → (5R)-3-{4-[(3,3-dimethyl-1,3-dihydro-2-benzofuran-5-yl)oxy]phenyl}-5-ethyl-5-methyl-2,4-imidazolidinedione (1415598-70-7)

Guidance literature:

In ethyl acetate; at 20 ℃;

Reference yield:

(2R)-2-amino-N-[4-[(3,3-dimethyl-1H-isobenzofuran-5-yl)oxy]phenyl]-2-methyl-butanamide (1415599-58-4) + citric acid (77-92-9,906507-37-7) → (5R)-3-{4-[(3,3-dimethyl-1,3-dihydro-2-benzofuran-5-yl)oxy]phenyl}-5-ethyl-5-methyl-2,4-imidazolidinedione (1415598-70-7)

Guidance literature:

With 1,1'-carbonyldiimidazole; In methanol; dichloromethane; cyclohexane; ethyl acetate;

upstream raw materials:

(2R)-2-amino-N-[4-[(3,3-dimethyl-1H-isobenzofuran-5-yl)oxy]phenyl]-2-methyl-butanamide

1,1'-carbonyldiimidazole

2-bromo-4-fluorobenzonitrile

2-bromo-4-hydroxybenzaldehyde