5-Pyridin-3-yloxolan-2-one

Base Information

• Chemical Name: 5-Pyridin-3-yloxolan-2-one
• CAS No.: 20971-79-3
• Molecular Formula: C9H9 N O2
• Molecular Weight: 163.176
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20943263
• Nikkaji Number: J557.310F
• ChEMBL ID: CHEMBL3544624
• Mol file: 20971-79-3.mol

Synonyms:20971-79-3;5-pyridin-3-yloxolan-2-one;5-(3-pyridyl)-tetrahydro-furan-2-one;(+/-)-5-(3-Pyridyl)tetrahydro-2-furanone;rac 5-(3-Pyridyl)tetrahydro-2-furanone;5-(Pyridin-3-yl)dihydrofuran-2(3H)-one;Dihydro-5-(3-pyridyl)-2(3H)-furanone;2(3H)-Furanone, dihydro-5-(3-pyridyl)-;2(3H)-Furanone, dihydro-5-(3-pyridinyl)-;CHEMBL3544624;SCHEMBL18301367;TUQJJRAPYHGKLP-UHFFFAOYSA-;DTXSID20943263;TUQJJRAPYHGKLP-UHFFFAOYSA-N;4-(3-Pyridyl-tetrahydrofuran-2-one;5-(3-pyridyl)tetrahydro-2-furanone;5-(3-pyridyl)-tetrahydrofuran-2-one;AKOS006273176;Dihydro-5-(3-pyridinyl)furan-2(3H)-one;FT-0674230;5-(3-Pyridyl)-tetrahydro-furan-2-one(lactone);InChI=1/C9H9NO2/c11-9-4-3-8(12-9)7-2-1-5-10-6-7/h1-2,5-6,8H,3-4H2

Chemical Property of 5-Pyridin-3-yloxolan-2-one

Chemical Property:

• Vapor Pressure: 2.02E-05mmHg at 25°C
• Boiling Point: 361.8°Cat760mmHg
• PKA: 4.48±0.12(Predicted)
• Flash Point: 172.6°C
• PSA: 39.19000
• Density: 1.22g/cm³
• LogP: 1.45970
• Storage Temp.: -20°C Freezer
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

98%Min ^*data from raw suppliers

rac5-(3-Pyridyl)tetrahydro-2-furanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)OC1C2=CN=CC=C2
• Uses: A metabolite of Nicotine

Technology Process of 5-Pyridin-3-yloxolan-2-one

There total 4 articles about 5-Pyridin-3-yloxolan-2-one 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:

4-oxo-4-(pyridin-3-yl)butanoic acid (4192-31-8) → 5‐(3‐pyridyl)tetrahydrofuran‐2‐one (20971-79-3)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate;

DOI:10.1139/v76-179

Reference yield:

5-(3-Pyridyl)-2-hydroxytetrahydrofuran (53798-73-5) → 5‐(3‐pyridyl)tetrahydrofuran‐2‐one (20971-79-3)

Guidance literature:

With Celite; silver carbonate; In xylene;

DOI:10.1021/jo00895a017

Reference yield:

methyl 3-pyridinecarboxylate (93-60-7) → 5‐(3‐pyridyl)tetrahydrofuran‐2‐one (20971-79-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / tetrahydrofuran / 12.5 h / 20 - 85 °C / Inert atmosphere

2: sodium tetrahydroborate; methanol / 12 h / 20 °C

With methanol; sodium tetrahydroborate; potassium tert-butylate; In tetrahydrofuran;

upstream raw materials:

4-oxo-4-(pyridin-3-yl)butanoic acid

5-(3-Pyridyl)-2-hydroxytetrahydrofuran

3-pyridinecarboxylic acid ethyl ester

methyl 3-pyridinecarboxylate

Downstream raw materials:

cotinine

3-(1-methyl-pyrrolidin-2-yl)-pyridine