Jurnal Sains Teh dan Kina
Vol 17 No 1 (2014)

Synthesis of quinine N-oxide and an NMR tutorial in its structure determination

Aisyah Aisyah (Unknown)
Nila Berghuis Tamaela (Unknown)
Joko Santoso (Unknown)
Yana Maolana Syah (Unknown)
Didin Mujahidin (Unknown)

Article Info

Publish Date
15 Feb 2016

Abstract

Cinchona alkaloids are one of abundant natural chiral pool for organocatalysts. The application of an N-oxide group containing molecule in asymmetric reaction is currently wide developed. The structure of quinine consist two amine groups that could be oxidized to the N-oxide groups at N-1’ of quinoline and at N-1 of quinuclidine moieties. The oxidation reaction took place selectively at quinuclidine moiety by controlling the concentration of oxidizing agents. In this study we showed that N-1-oxide quinine could be occurred chemo­selectively by using a low concentration of ozone thana palladium catalyzed oxidation. The structure of products N1-oxide quinine was elucidated by spectroscopy data including 1H-NMR, 13C-NMR, 2D-NMR, infra-red and mass spectrometry. The developed method is a chemoselectively and eco-friendly method for synthesis N1-oxide quinine.

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Journal Info
Jurnal Sains Teh dan Kina
Website

Abbrev

tcrj

Publisher

Pusat Penelitian Teh dan Kina

Subject

Agriculture, Biological Sciences & Forestry Computer Science & IT Environmental Science Industrial & Manufacturing Engineering Mechanical Engineering

Description

Jurnal Penelitian Teh dan Kina is a national journal providing rapid publication of peer-reviewed articles concerned with tea and cinchona commodities based on the aspects, agronomy, plant breeding, soil science, crop protection, postharvest technology and social economy. Papers dealing with result ...