2H-Pyrrol-2-one,4-ethoxy-1,5-dihydro-5-(phenylmethyl)-(9CI)

Base Information

• Chemical Name: 2H-Pyrrol-2-one,4-ethoxy-1,5-dihydro-5-(phenylmethyl)-(9CI)
• CAS No.: 507240-20-2
• Molecular Formula: C₁₃H₁₅NO₂
• Molecular Weight: 217.268
• Mol file: 507240-20-2.mol

Synonyms:2H-Pyrrol-2-one,4-ethoxy-1,5-dihydro-5-(phenylmethyl)-(9CI)

Chemical Property of 2H-Pyrrol-2-one,4-ethoxy-1,5-dihydro-5-(phenylmethyl)-(9CI)

Chemical Property:

• PSA: 38.33000
• LogP: 1.97670

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-Pyrrol-2-one,4-ethoxy-1,5-dihydro-5-(phenylmethyl)-(9CI)

There total 3 articles about 2H-Pyrrol-2-one,4-ethoxy-1,5-dihydro-5-(phenylmethyl)-(9CI) 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: 84.0%

(5S)-5-benzylpyrrolidine-2,4-dione (69358-30-1) + ethyl ester of p-toluenesulfonic acid (80-40-0) → (S)-5-benzyl-4-ethoxy-1H-pyrrol-2(5H)-one (890709-71-4,507240-20-2)

Guidance literature:

(5S)-5-benzylpyrrolidine-2,4-dione; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at 0 ℃; for 0.166667h;

ethyl ester of p-toluenesulfonic acid; With 18-crown-6 ether; In tetrahydrofuran; toluene; at 0 - 20 ℃;

DOI:10.1021/ol060500i

Reference yield: 65.0%

(L)-phenylalanine ethyl ester hydrochloride (3182-93-2) + bromoacetic acid N-hydroxusuccinimidyl ester (42014-51-7,133481-33-1,89803-01-0) → (S)-5-benzyl-4-ethoxy-1H-pyrrol-2(5H)-one (890709-71-4,507240-20-2)

Guidance literature:

bromoacetic acid N-hydroxusuccinimidyl ester; triphenylphosphino resin; In toluene; for 16h;

With triethylamine; In dichloromethane; for 16h;

(L)-phenylalanine ethyl ester hydrochloride; In 1,4-dioxane; at 180 ℃; for 0.25h; Further stages.; microwave irradiation;

DOI:10.1055/s-2008-1032046

Reference yield:

(5S)-5-benzyl-4-hydroxy-1-t-butoxycarbonylpyrrol-2(5H)-one (109579-09-1) → (S)-5-benzyl-4-ethoxy-1H-pyrrol-2(5H)-one (890709-71-4,507240-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TFA / CH₂Cl₂ / 0.17 h

2.1: KHMDS / tetrahydrofuran; toluene / 0.17 h / 0 °C

2.2: 84 percent / 18-crown-6 / tetrahydrofuran; toluene / 0 - 20 °C

With potassium hexamethylsilazane; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/ol060500i

upstream raw materials:

(5S)-5-benzylpyrrolidine-2,4-dione

ethyl ester of p-toluenesulfonic acid

(5S)-5-benzyl-4-hydroxy-1-t-butoxycarbonylpyrrol-2(5H)-one

(L)-phenylalanine ethyl ester hydrochloride