RAPID ISOMERIZATION OF ALKYNOL BY POTASSIUM AMINOPROPYLAMIDE REAGENT

Terminal alkynol (w-alkynol) is an intermediate compound in synthesis of a potent anticancer agent, namely C-16 alkynic fatty acid. For synthesis of this intermediate compound, it is needed to synthesize the appropriate internal alkynol, namely 2-nonyn-1-ol (10), 2-undecyn-1-ol (11), and 2-heptyn-1-...

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Main Author: Hendig Winarno
Format: Article
Language:English
Published: Department of Chemistry, Universitas Gadjah Mada 2010-06-01
Series:Indonesian Journal of Chemistry
Online Access:https://jurnal.ugm.ac.id/ijc/article/view/21676
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author Hendig Winarno
author_facet Hendig Winarno
author_sort Hendig Winarno
collection DOAJ
description Terminal alkynol (w-alkynol) is an intermediate compound in synthesis of a potent anticancer agent, namely C-16 alkynic fatty acid. For synthesis of this intermediate compound, it is needed to synthesize the appropriate internal alkynol, namely 2-nonyn-1-ol (10), 2-undecyn-1-ol (11), and 2-heptyn-1-ol (12), subsequently to convert these internal alkynol into terminal alkynol, namely 8-nonyn-1-ol (7), 10-undecyn-1-ol (8), and 6-heptyn-1-ol (9), an isomerization reaction was needed. Based on the method which developed by ABRAMS by using potassium 3-aminopropylamide (KAPA) reagent, the isomerization reaction could be done within 5 minutes in 93-94% yield.   Keywords : Isomerization, KAPA reagent, alkynol.
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spelling doaj.art-a9ab65dc842f42299982a4299c5ed6a12022-12-21T20:07:23ZengDepartment of Chemistry, Universitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782010-06-017332032310.22146/ijc.2167614774RAPID ISOMERIZATION OF ALKYNOL BY POTASSIUM AMINOPROPYLAMIDE REAGENTHendig Winarno0Center for the Application of Isotopes and Radiation Technology, BATAN, Jakarta Jl. Cinere Pasar Jumat, Lebak Bulus, Jakarta 12440Terminal alkynol (w-alkynol) is an intermediate compound in synthesis of a potent anticancer agent, namely C-16 alkynic fatty acid. For synthesis of this intermediate compound, it is needed to synthesize the appropriate internal alkynol, namely 2-nonyn-1-ol (10), 2-undecyn-1-ol (11), and 2-heptyn-1-ol (12), subsequently to convert these internal alkynol into terminal alkynol, namely 8-nonyn-1-ol (7), 10-undecyn-1-ol (8), and 6-heptyn-1-ol (9), an isomerization reaction was needed. Based on the method which developed by ABRAMS by using potassium 3-aminopropylamide (KAPA) reagent, the isomerization reaction could be done within 5 minutes in 93-94% yield.   Keywords : Isomerization, KAPA reagent, alkynol.https://jurnal.ugm.ac.id/ijc/article/view/21676
spellingShingle Hendig Winarno
RAPID ISOMERIZATION OF ALKYNOL BY POTASSIUM AMINOPROPYLAMIDE REAGENT
Indonesian Journal of Chemistry
title RAPID ISOMERIZATION OF ALKYNOL BY POTASSIUM AMINOPROPYLAMIDE REAGENT
title_full RAPID ISOMERIZATION OF ALKYNOL BY POTASSIUM AMINOPROPYLAMIDE REAGENT
title_fullStr RAPID ISOMERIZATION OF ALKYNOL BY POTASSIUM AMINOPROPYLAMIDE REAGENT
title_full_unstemmed RAPID ISOMERIZATION OF ALKYNOL BY POTASSIUM AMINOPROPYLAMIDE REAGENT
title_short RAPID ISOMERIZATION OF ALKYNOL BY POTASSIUM AMINOPROPYLAMIDE REAGENT
title_sort rapid isomerization of alkynol by potassium aminopropylamide reagent
url https://jurnal.ugm.ac.id/ijc/article/view/21676
work_keys_str_mv AT hendigwinarno rapidisomerizationofalkynolbypotassiumaminopropylamidereagent