18833-87-9

Usage

Structure

A pyridine derivative with a tert-butylthio substituent at the 2-position and a methyl group at the 3-position.

Usage

Commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals, agrochemicals, and other fine chemicals.

Potential applications

Development of new materials and as a precursor in the synthesis of ligands for transition metal complexes.

Biological activities

Studied for its potential as an antifungal or antibacterial agent.

Research interest

Versatile applications and of interest for both academic and industrial research.

Upstream product

• 1003-73-2 3-picoline-N-oxide 
• 75-66-1 2-methylpropan-2-thiol 
• 108-24-7 acetic anhydride 

Relevant academic research and scientific papers

Tetrahydropyridines from 3-Picoline 1-Oxide and tert-Butyl and 1-Adamantyl Mercaptans in Acetic Anhydride. Structural Elucidation by Long-Range 2D J(C-H) Resolved NMR Spectroscopy

The reaction of 3-picoline 1-oxide with either tert-butyl or 1-adamantyl mercaptan in acetic anhydride yielded a mixture of 2-(alkylthio)-3-picolines, 2- and 3-(alkylthio)-5-picolines, and trans,trans-1-acetyl-2-(alkylthio)-3,4-diacetoxy-1,2,3,4-tetrahydropyridines 5.When triethylamine was included in such reactions, the same picolyl sulfides (albeit in different yields) were obtained together with 1-acetyl-2-(alkylthio)-3-hydroxy-3-methyl-4-acetoxy-1,2,4,4-tetrahydropyridines 6.The structure of 6d was determined from an analysis of the long-range proton-carbon-13 spin coupling constants obtained from heteronuclear 2D J resolved experiments.The sulfide and alcohol of 6d were found to be trans and the alcohol and acetoxy group cis.