Butyl 5-oxopyrrolidine-2-carboxylate

Base Information

• Chemical Name: Butyl 5-oxopyrrolidine-2-carboxylate
• CAS No.: 61450-21-3
• Molecular Formula: C9H15 N O3
• Molecular Weight: 185.223
• Hs Code.: 2933790090
• European Community (EC) Number: 262-802-9
• ChEMBL ID: CHEMBL2270703
• DSSTox Substance ID: DTXSID50977016
• Nikkaji Number: J1.711.805F
• Mol file: 61450-21-3.mol

Synonyms:butyl 5-oxopyrrolidine-2-carboxylate;61450-21-3;Butyl 5-oxo-DL-prolinate;EINECS 262-802-9;butyl 2-pyrrolidone-5-carboxylate;SCHEMBL813807;CHEMBL2270703;DTXSID50977016;AKOS006230059;FT-0747523;FT-0770993;NS00124597;Butyl 5-hydroxy-3,4-dihydro-2H-pyrrole-2-carboxylate

Chemical Property of Butyl 5-oxopyrrolidine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.000126mmHg at 25°C
• Boiling Point: 334.6°C at 760 mmHg
• Flash Point: 156.2°C
• PSA: 58.89000
• Density: 1.1g/cm³
• LogP: 0.88420
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 185.10519334
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

98%Min ^*data from raw suppliers

5-?Oxo-?prolineButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)C1CCC(=O)N1
• Uses: 5-?Oxo-?proline Butyl Ester is an intermediate in synthesizing 5’-Oxo Amisulpride (O847100), an impurity of the dopamine receptor antagonist Amisulpride (A633250).

Technology Process of Butyl 5-oxopyrrolidine-2-carboxylate

There total 2 articles about Butyl 5-oxopyrrolidine-2-carboxylate 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: 90.0%

Pyroglutamic acid (149-87-1) + butan-1-ol (71-36-3) → 5-oxo-pyrrolidine-2-carboxylic acid butyl ester (61450-21-3)

Guidance literature:

With calcium carbide; toluene-4-sulfonic acid; In toluene; Heating;

DOI:10.1002/jhet.5570250108

Reference yield:

→ 5-oxo-pyrrolidine-2-carboxylic acid butyl ester (61450-21-3)

Guidance literature:

Pyroglutaminsaeure, Butanol, H2SO4;

Reference yield: 88.0%

(4-methoxyphenyl)(3,4,5-trimethoxyphenyl)methanol (141172-41-0) + 5-oxo-pyrrolidine-2-carboxylic acid butyl ester (61450-21-3) → butyl N-[(4-methoxyphenyl)-(3,4,5-trimethoxyphenyl)-methyl]pyroglutamate

Guidance literature:

(4-methoxyphenyl)(3,4,5-trimethoxyphenyl)methanol; 5-oxo-pyrrolidine-2-carboxylic acid butyl ester; With 1,1,1,3,3,3-hexamethyl-disilazane; saccharin; for 2h; Heating;

With trifluorormethanesulfonic acid; at 130 ℃; for 1h;

DOI:10.1002/jhet.5570390117

upstream raw materials:

Pyroglutamic acid

butan-1-ol

Refernces