Benzyl (2-oxopyrrolidin-1-yl)acetate

Base Information

• Chemical Name: Benzyl (2-oxopyrrolidin-1-yl)acetate
• CAS No.: 143023-95-4
• Molecular Formula: C13H15NO3
• Molecular Weight: 233.267
• DSSTox Substance ID: DTXSID10567417
• Wikidata: Q82453305
• Mol file: 143023-95-4.mol

Synonyms:143023-95-4;Benzyl (2-oxopyrrolidin-1-yl)acetate;SCHEMBL17948794;DTXSID10567417;YXDDJFWPIFOWPP-UHFFFAOYSA-N;(2-oxopyrollidin-1-yl)acetic acid benzyl ester

Chemical Property of Benzyl (2-oxopyrrolidin-1-yl)acetate

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 233.10519334
• Heavy Atom Count: 17
• Complexity: 284

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1)CC(=O)OCC2=CC=CC=C2

Technology Process of Benzyl (2-oxopyrrolidin-1-yl)acetate

There total 1 articles about Benzyl (2-oxopyrrolidin-1-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: 77.0%

2-pyrrolidinon (616-45-5) + Benzyl bromoacetate (5437-45-6) → benzyl 2-(1'-aza-2'-oxocyclopentyl)ethanoate (143023-95-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1039/c39920000877

Reference yield: 100.0%

benzyl 2-(1'-aza-2'-oxocyclopentyl)ethanoate (143023-95-4) → N-(2-pyrrolidone)-2-acetic acid (53934-76-2)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 23 ℃; for 3h;

Reference yield: 30.0%

3-[(benzyloxycarbonyl)amino]propanal (65564-05-8) + benzyl 2-(1'-aza-2'-oxocyclopentyl)ethanoate (143023-95-4) → benzyl erythro-(+/-)-5-benzyloxycarbonylamino-3-hydroxy-2-(1'-aza-2'-oxocyclopentyl)pentanoate (143023-96-5,143023-97-6) + benzyl threo-(+/-)-5-benzyloxycarbonylamino-3-hydroxy-2-(1'-aza-2'-oxocyclopentyl)pentanoate (143023-96-5,143023-97-6)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; 1.) 15 min,2.) 17 min;

DOI:10.1016/S0040-4020(97)00399-2

upstream raw materials:

2-pyrrolidinon

Benzyl bromoacetate

Downstream raw materials:

benzyl erythro-(+/-)-5-benzyloxycarbonylamino-3-hydroxy-2-(1'-aza-2'-oxocyclopentyl)pentanoate

benzyl threo-(+/-)-5-benzyloxycarbonylamino-3-hydroxy-2-(1'-aza-2'-oxocyclopentyl)pentanoate

N-(2-pyrrolidone)-2-acetic acid