2-{2-[3-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-2-methoxy-phenyl]-ethyl}-isoindole-1,3-dione

Base Information

• Chemical Name: 2-{2-[3-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-2-methoxy-phenyl]-ethyl}-isoindole-1,3-dione
• CAS No.: 75934-13-3
• Molecular Formula: C₂₂H₂₂N₂O₄
• Molecular Weight: 378.428
• Mol file: 75934-13-3.mol

Synonyms:2-{2-[3-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-2-methoxy-phenyl]-ethyl}-isoindole-1,3-dione

Chemical Property of 2-{2-[3-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-2-methoxy-phenyl]-ethyl}-isoindole-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{2-[3-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-2-methoxy-phenyl]-ethyl}-isoindole-1,3-dione

There total 10 articles about 2-{2-[3-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-2-methoxy-phenyl]-ethyl}-isoindole-1,3-dione 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%

2-[3-(2-Methanesulfonyl-ethyl)-2-methoxy-phenyl]-4,4-dimethyl-4,5-dihydro-oxazole (75934-12-2) + potassium phtalimide (1074-82-4) → 2-{2-[3-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-2-methoxy-phenyl]-ethyl}-isoindole-1,3-dione (75934-13-3)

Guidance literature:

In N,N-dimethyl-formamide; at 60 - 65 ℃; for 13h;

DOI:10.1021/jo00317a027

Reference yield: 63.0%

C15H21NO5S + potassium phtalimide (1074-82-4) → 2-{2-[3-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-2-methoxy-phenyl]-ethyl}-isoindole-1,3-dione (75934-13-3)

Guidance literature:

In N,N-dimethyl-formamide; at 60 - 65 ℃; for 13h;

DOI:10.1021/jo00317a027

Reference yield:

methyl salicylate (119-36-8,8024-54-2) → 2-{2-[3-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-2-methoxy-phenyl]-ethyl}-isoindole-1,3-dione (75934-13-3)

Guidance literature:

Multi-step reaction with 8 steps

1: potassium carbonate / acetone / 60 h

2: sodium hydride / 1) 20 min at 0 deg C 2) reflux for 12 h

3: sodium hydroxide / 1) 1h reflux with NaOH 2) concentrated HCl

4: thionyl chloride

5: dimethylsulfide; ozone / 1) 3 in MeOH at -78 deg C 2) room temperature overnight

6: sodium tetrahydroborate / ethanol / 3 h

7: pyridine / 24 h

8: N,N-dimethyl-formamide / 13 h / 60 - 65 °C

With sodium hydroxide; sodium tetrahydroborate; thionyl chloride; dimethylsulfide; sodium hydride; potassium carbonate; ozone; In pyridine; ethanol; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00317a027

upstream raw materials:

2-[3-(2-Methanesulfonyl-ethyl)-2-methoxy-phenyl]-4,4-dimethyl-4,5-dihydro-oxazole

potassium phtalimide

methyl 2-allyloxybenzoate

2-Methoxy-3-allylbenzoic Acid

Downstream raw materials:

2-[3-(4,4-Dimethyl-4,5-dihydro-oxazol-2-yl)-2-methoxy-phenyl]-ethylamine

2,3-dihydro-1H-indole-7-carboxylic acid