Ethyl 4-oxo-4-(2-pyridyl)butyrate

Base Information

• Chemical Name: Ethyl 4-oxo-4-(2-pyridyl)butyrate
• CAS No.: 26749-23-5
• Molecular Formula: C11H13 N O3
• Molecular Weight: 207.229
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40435650
• Nikkaji Number: J1.852.407D
• Wikidata: Q82250702
• Mol file: 26749-23-5.mol

Synonyms:26749-23-5;ETHYL 4-OXO-4-(2-PYRIDYL)BUTYRATE;ethyl 4-oxo-4-(pyridin-2-yl)butanoate;4-OXO-4-PYRIDIN-2-YL-BUTYRIC ACID ETHYL ESTER;ethyl 4-oxo-4-pyridin-2-ylbutanoate;MFCD01320354;SCHEMBL6158035;DTXSID40435650;XCERJELJQXCHPA-UHFFFAOYSA-N;BBA74923;AKOS015154993;ethyl4-oxo-4-(pyridin-2-yl)butanoate;gamma-Oxo-2-pyridinebutyric acid ethyl ester;4-OXO-4-PYRIDIN-2-YL-BUTYRICACIDETHYLESTER

Chemical Property of Ethyl 4-oxo-4-(2-pyridyl)butyrate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.507
• Boiling Point: 332.1°Cat760mmHg
• PKA: 2.77±0.10(Predicted)
• Flash Point: 154.6°C
• PSA: 56.26000
• Density: 1.128g/cm³
• LogP: 1.60760
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-oxo-4-(2-pyridyl)butyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC(=O)C1=CC=CC=N1

Technology Process of Ethyl 4-oxo-4-(2-pyridyl)butyrate

There total 10 articles about Ethyl 4-oxo-4-(2-pyridyl)butyrate 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: 78.0%

ethanol (64-17-5) + γ-oxo-4-(2-pyridine)butanoic acid (5768-27-4) → ethyl γ-oxo-2-pyridinebutanoate (26749-23-5)

Guidance literature:

With sulfuric acid; at 85 ℃;

DOI:10.1016/j.bmcl.2013.01.121

Reference yield: 50.0%

pyridine-2-carbonyl chloride (29745-44-6) + (3-ethoxy-3-oxopropyl)zinc(II) bromide (193065-68-8) → ethyl γ-oxo-2-pyridinebutanoate (26749-23-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c0ob00970a

Reference yield: 19.0%

→ ethyl γ-oxo-2-pyridinebutanoate (26749-23-5)

Guidance literature:

upstream raw materials:

ethyl-2-picolinate

succinic acid diethyl ester

2-(Pyridine-2-carbonyl)-succinic acid 1-tert-butyl ester 4-ethyl ester

2-Picolinic acid

Downstream raw materials:

γ-oxo-4-(2-pyridine)butanoic acid

ethyl (E)-4-{4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzyloxyimino}-4-(2-pyridyl)butyrate

(3R,7aR)-3-phenyl-7a-(2-pyridyl)-2,3,7,7a-tetrahydropyrrolo[2,1-b]oxazol-5(6H)-one

2-(4-hydroxybutyl)piperidine

Refernces

• 1、 Atobe, Masakazu,Maekawara, Naomi,Ishiguro, Noriko,Sogame, Shinya,Suenaga, Yoshihito,Kawanishi, Masashi,Suzuki, Hiroko,Jinno, Norimasa,Tanaka, Eiichi,Miyoshi, Shiro. "A series of thiazole derivatives bearing thiazolidin-4-one as non-competitive ADAMTS-5 (aggrecanase-2) inhibitors". . p. 2106 - 2110. Retrieved 2013/04/24.
• 2、 Forzato, Cristina,Furlan, Giada,Nitti, Patrizia,Pitacco, Giuliana,Valentin, Ennio,Zangrando, Ennio,Buzzini, Pietro,Goretti, Marta,Turchetti, Benedetta. "Chemoenzymatic and yeast-catalysed synthesis of diastereomeric ethyl γ-phenyl and γ-(n-pyridyl)paraconates". . p. 2026 - 2036. Retrieved 2008/12/23.