(S)-2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoic acid

Base Information

• Chemical Name: (S)-2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoic acid
• CAS No.: 1431769-80-0
• Molecular Formula: C₁₄H₁₅NO₄
• Molecular Weight: 261.277
• Mol file: 1431769-80-0.mol

Synonyms:(S)-2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoic acid

Chemical Property of (S)-2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoic acid

There total 2 articles about (S)-2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoic acid 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: 88.0%

(S)-2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropionaldehyde (1242461-29-5) → (S)-2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoic acid (1431769-80-0)

Guidance literature:

With oxone||potassium monopersulfate triple salt; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1039/d0ob01457e

Reference yield:

N-phenyl-maleimide (941-69-5) → (S)-2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoic acid (1431769-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (S)-3-amino-3-phenylpropanoic acid; caesium carbonate / dichloromethane / 24 h / 20 °C

2: 2-methyl-but-2-ene; sodium dihydrogen phosphate monohydrate; sodium chlorite / tert-butyl alcohol; acetonitrile; water / 2 h / 20 °C

With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; (S)-3-amino-3-phenylpropanoic acid; caesium carbonate; In dichloromethane; water; acetonitrile; tert-butyl alcohol; 1: |Michael Addition;

DOI:10.1021/ol4008662

Reference yield: 72.0%

(S)-2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoic acid (1431769-80-0) + L-valine tert-butylester hydrochloride (13518-40-6) → (S)-tert-butyl 2-{[2-((S)-2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoyl]carbamoyl}-3-methylbutanoate (1431769-22-0)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ol4008662

upstream raw materials:

(S)-2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropionaldehyde

N-phenyl-maleimide

Downstream raw materials:

(S)-methyl 2-(2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoate

(S)-tert-butyl 2-{[2-((S)-2,5-dioxo-1-phenylpyrrolidin-3-yl)-2-methylpropanoyl]carbamoyl}-3-methylbutanoate