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Journal : Jurnal Sains Teh dan Kina

Synthesis of quinine N-oxide and an NMR tutorial in its structure determination Aisyah Aisyah; Nila Berghuis Tamaela; Joko Santoso; Yana Maolana Syah; Didin Mujahidin
Jurnal Penelitian Teh dan Kina Vol 17 No 1 (2014)
Publisher : Research Institute for Tea and Cinchona

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.22302/pptk.jur.jptk.v17i1.45

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.
Co-Authors Achmad Nasyori Achyar Zein Ade Sofa Agustina Listiawati, M.P. Ahda Mujahidah Aisyah Rusdin Aminullah Aminullah Andi Nur Fitriani Abubakar Andi Yahya Andreas Andreas Ani Wahyu Anisa Asnawati Asnawati Asra'i Maros Asriani Ilyas Aulia Insani Awaluddin Awaluddin Awaluddin Iwan Perdana Bayu Hendro Wicaksono Buyung Buyung Chairanisa Anwar Chairul Aftah Dewi Koryati Didin Mujahidin Dinda Shafa Na Dolly, Fajar Ifan Edith Greysia Eka Kumalasari ELIHAMI, ELIHAMI Endah Fitria Eni Defitriani Erlina Wiyanarti Erna Prihandiwati Esthy Rahman Asih Fahri Ali Ahzar Faradilla Safitri, Faradilla Fauzi Arif Lubis Fikri Intizhar Firnanelty, Firnanelty Harbani Pasolong Hasan Basri Said Hasan Basri Said Herlan Martono Herlina Susanti Hidayat, Muhammad Nizar Hudair Mattawang Ibnu Mulkani Isabella Hasiana, Isabella Iswadi Ibrahim Patunrengi Iswadi Iswadi Jaka Rachmadetin Jamanuddin Jamanuddin Joko Santoso Juliati Juliati Junarti Junarti Kiki Putriyani Kuat Heriyanto Lidya Novita Mailin Mailin Mawaddah Irham Mawardi Umar Melya Yosita Mhd. Andi Syahputra Michrun Nisa Mohammad Zen Rahfiludin Muh Shiddiq Maming Muhammad Ikhsan MUHAMMAD ILHAM Nadia Julianda Natariasari Riska Nila Berghuis Tamaela Nunung Nurjannah Nurasiah Nurasiah Nurdin Nurdin Nursamsiar Nursamsiar Pungky Ayu Artiani Radhia R Rahmah Daniah Rahmat Daim Harahap Ratiko Ratiko Relawati Relawati Rina Febriana Rina Sari Qurniawati Rina Sari Qurniawati, Rina Sari Riswan Jaenudin Sadali, Mohammad Isnaini Sahari, Alpi Sahibuddin A Gani Samsuri Samsuri Siska Musiam Sonny Sudiar, Sonny Sri Pujiyati Subarman Subarman sulaeman sulaeman Sultan Ali Sumiati Sumiati Sumiati Sumiati Suprianto Suprianto Suriani Suriani Suyatno Suyatno Tasman Tasman Tasman Tasman Totok Hestirianoto Triana Sri Hardjanti Umiyati jabri Wati Wati Wicaksono Wijaya Windi Pratiwi Yana Maolana Syah Yulfan Arif Nurohman Yulfan Arif Nurohman Yuli Purwanto Yusnaili Budianti Zulyadaini Zulyadaini