1-Benzyl-2,5-dioxo-pyrrolidin-3-YL acetate

Base Information

• Chemical Name: 1-Benzyl-2,5-dioxo-pyrrolidin-3-YL acetate
• CAS No.: 173353-34-9
• Molecular Formula: C₁₃H₁₃NO₄
• Molecular Weight: 247.251
• DSSTox Substance ID: DTXSID80401910
• Mol file: 173353-34-9.mol

Synonyms:173353-34-9;1-BENZYL-2,5-DIOXO-PYRROLIDIN-3-YL ACETATE;(1-benzyl-2,5-dioxopyrrolidin-3-yl) acetate;1-Benzyl-2,5-dioxopyrrolidin-3-yl acetate;DTXSID80401910;AM805574;1-Benzyl-2,5-dioxopyrrolidin-3-ylacetate;1-BENZYL-2,5-DIOXO-PYRROLIDIN-3-YLACETATE

Chemical Property of 1-Benzyl-2,5-dioxo-pyrrolidin-3-YL acetate

Chemical Property:

• PSA: 63.68000
• LogP: 0.81510
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 247.08445790
• Heavy Atom Count: 18
• Complexity: 360

Purity/Quality:

1-Benzyl-2,5-dioxopyrrolidin-3-ylacetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CC(=O)N(C1=O)CC2=CC=CC=C2

Technology Process of 1-Benzyl-2,5-dioxo-pyrrolidin-3-YL acetate

There total 25 articles about 1-Benzyl-2,5-dioxo-pyrrolidin-3-YL acetate 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: 100.0%

3-acetoxy-2,5-dioxo-tetrahydrofuran (24766-96-9) + benzylamine (100-46-9) → 3-acetoxy-1-benzyl-2,5-pyrrolidinedione (129823-21-8,173353-34-9)

Guidance literature:

In acetonitrile; for 1h; Ambient temperature;

DOI:10.1246/bcsj.69.207

Reference yield: 78.0%

acetic anhydride (108-24-7) + (3S)-1-benzyl-3-hydroxypyrrolidine-2,5-dione (101469-91-4) → (S)-4-acetoxy-1-benzyl-2,5-pyrrolidinedione (129823-21-8,173353-34-9)

Guidance literature:

With pyridine; at 20 ℃; for 23h;

DOI:10.1016/j.bioorg.2014.04.007

Reference yield: 52.0%

acetic anhydride (108-24-7) + (3R)-1-benzyl-3-hydroxypyrrolidine-2,5-dione (165657-63-6) → (R)-(+)-3-(acetoxy)-1-(phenylmethyl)-2,5-pyrrolidinedione (156150-59-3,173353-34-9)

Guidance literature:

With pyridine; at 20 ℃; for 23h;

DOI:10.1016/j.bioorg.2014.04.007

upstream raw materials:

acetyl chloride

(RS)-N-benzyl-3-hydroxypyrrolidine-2,5-dione

3-acetoxy-2,5-dioxo-tetrahydrofuran

benzylamine

Downstream raw materials:

(S)-4-acetoxy-1-benzyl-2,5-pyrrolidinedione

(S)-1-benzyl-3-(tert-butyldimethylsilyloxy)pyrrolidine-2,5-dione

methyl-(2S,4R)-4-amino-1-benzylpyrrolidine

C₁₂H₁₈N₂