4-(2-Oxopyrrolidin-1-yl)butanoic acid

Base Information

• Chemical Name: 4-(2-Oxopyrrolidin-1-yl)butanoic acid
• CAS No.: 6739-80-6
• Molecular Formula: C8H13NO3
• Molecular Weight: 171.196
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID40389846
• Nikkaji Number: J2.492.272C
• Mol file: 6739-80-6.mol

Synonyms:4-(2-oxopyrrolidin-1-yl)butanoic acid;6739-80-6;4-(2-Oxo-pyrrolidin-1-yl)-butyric acid;4-(2-oxo-pyrrolidin-1-yl)butyric acid;SCHEMBL855306;DTXSID40389846;HMS1693K21;4-(2-Oxopyrrolizino)butanoic acid;BBL010141;MFCD05237227;STK500382;4-(2-oxopyrrolidin-1-yl)butanoicacid;4_2_oxopyrrolidin_1_yl_butanoic_acid;AKOS000139776;4-(2-oxo-1-pyrrolidinyl)butanoic acid;TS-00152;BB 0240557;CS-0312611;FT-0677236;4-(2-OXO-PYRROLIDIN-1-YL)-BUTYRICACID;4-(2-Oxopyrrolidin-1-yl)butanoic acid, AldrichCPR

Chemical Property of 4-(2-Oxopyrrolidin-1-yl)butanoic acid

Chemical Property:

• Vapor Pressure: 1.32E-07mmHg at 25°C
• Melting Point: 89.0-89.5 °C
• Refractive Index: 1.509
• Boiling Point: 402.6°C at 760 mmHg
• PKA: 4.66±0.10(Predicted)
• Flash Point: 197.3°C
• PSA: 57.61000
• Density: 1.209g/cm³
• LogP: 0.41150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 171.08954328
• Heavy Atom Count: 12
• Complexity: 191

Purity/Quality:

98%min ^*data from raw suppliers

4-(2-Oxopyrrolidin-1-yl)butanoic acid Aldrich ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1)CCCC(=O)O
• Uses: 4-(2-Oxopyrrolidin-1-yl)butanoic acid is a useful reagent in the preparation of pilsicainide and oxymethylene analog as sodium channel blocker.

Technology Process of 4-(2-Oxopyrrolidin-1-yl)butanoic acid

There total 6 articles about 4-(2-Oxopyrrolidin-1-yl)butanoic 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: 87.7%

2-pyrrolidinon (616-45-5) + 4-butanolide (96-48-0) → γ-(N-2-pyrrolidinonyl)butyric acid (6739-80-6)

Guidance literature:

4-butanolide; With sodium; at 250 ℃; for 1h;

2-pyrrolidinon; for 8h; Temperature;

Reference yield: 84.0%

diethyl [2-(2-oxopyrrolidin-1-yl)ethyl]malonate (953088-25-0) → γ-(N-2-pyrrolidinonyl)butyric acid (6739-80-6)

Guidance literature:

diethyl [2-(2-oxopyrrolidin-1-yl)ethyl]malonate; With potassium hydroxide; In ethanol; water; at 60 ℃; for 1h;

With hydrogenchloride;

at 220 ℃; for 0.333333h; Further stages.;

DOI:10.3987/com-07-11096

Reference yield: 39.0%

ethyl 4-(2-oxopyrrolidin-1-yl)butanoate (71512-39-5) → γ-(N-2-pyrrolidinonyl)butyric acid (6739-80-6)

Guidance literature:

With potassium hydroxide; In ethanol; water; at 60 ℃; for 1h;

DOI:10.3987/com-07-11096

upstream raw materials:

4-butanolide

potassium cyanate

2-pyrrolidinon

ethyl 4-(2-oxopyrrolidin-1-yl)butanoate

Downstream raw materials:

ethyl tetrahydro-1H-pyrrolizin-7a(5H)-ylacetate

5-methoxycarbonylmethyl-1-azabicyclo<3.3.0>octane

1-Benzyloxycarbonyl-5-oxoperhydroazocine

N-(3-{2-[methyl(methylsulfonyl)amino]phenyl}-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-8-yl)-4-(2-oxopyrrolidin-1-yl)butanamide

Refernces

• 1、 -. "Preparation method of intermediate of synthesis of pilsicainide hydrochloride". Paragraph 0043-0051. . Retrieved 2019/07/11.
• 2、 Bruno, Claudio,Catalano, Alessia,Desaphy, Jean-Francois,Cavalluzzi, Maria M.,Carocci, Alessia,Dipalma, Antonella,Franchini, Carlo,Lentini, Giovanni,Camerino, Diana Conte,Tortorella, Vincenzo. "Pilsicainide and its oxymethylene analog: Facile alternative syntheses and in vitro testing on human skeletal muscle sodium channels". . p. 2011 - 2026. Retrieved 2008/09/18.