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Chemoenzymatic and biotransformation approaches for pharmaceutical applications

Methyl ricinoleate 4 and methyl 13(S)-hydroxyoctadeca-9(Z),11(E)-dienoate 7 were subjected to epoxidation using mCPBA, or tert-butyl hydroperoxide in the presence of vanadyl acetylacetonate or titanium (IV) isopropoxide with D-(-)- or L-(+)-diisopropyl tartrate. Epoxidations using mCPBA gave equal q...

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Main Author: Omar, Muhammad Nor
Format: Conference or Workshop Item
Language:English
English
English
English
Published: 2009
Subjects:
Q Science (General)
Online Access:http://irep.iium.edu.my/17951/1/Planery_lecture_NSFT09.pdf
http://irep.iium.edu.my/17951/2/Fermentation_technology.PDF
http://irep.iium.edu.my/17951/3/NSFT_2009_planery.PDF
http://irep.iium.edu.my/17951/4/NSFT_Plenary1.pdf
http://irep.iium.edu.my/17951/
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spelling my.iium.irep.179512012-03-08T01:56:08Z http://irep.iium.edu.my/17951/ Chemoenzymatic and biotransformation approaches for pharmaceutical applications Omar, Muhammad Nor Q Science (General) Methyl ricinoleate 4 and methyl 13(S)-hydroxyoctadeca-9(Z),11(E)-dienoate 7 were subjected to epoxidation using mCPBA, or tert-butyl hydroperoxide in the presence of vanadyl acetylacetonate or titanium (IV) isopropoxide with D-(-)- or L-(+)-diisopropyl tartrate. Epoxidations using mCPBA gave equal quantities of the disatereoisomeric epoxides 5/6 and 8/9 from 4 and 7 respectively. Other methods gave preferentially epoxides 5 or 8, except for treatment of 7 with tert-butyl hydroperoxide in the presence of titanium (IV) isopropoxide and L-(+)-diisopropyl tartrate which gave preferentially epoxide 9. Hydroxy-derivative 4, 7, 5, 6, 8 and 9 were converted into the fluoro-derivatives 16 - 21 by trimethylsilylation and treament with diethylaminosulphur trifluoride. Epoxides 6 and 9 were converted into 2-oxazolines 22 and 23 respectively by reaction with acetamide. 2009 Conference or Workshop Item REM application/pdf en http://irep.iium.edu.my/17951/1/Planery_lecture_NSFT09.pdf application/pdf en http://irep.iium.edu.my/17951/2/Fermentation_technology.PDF application/pdf en http://irep.iium.edu.my/17951/3/NSFT_2009_planery.PDF application/pdf en http://irep.iium.edu.my/17951/4/NSFT_Plenary1.pdf Omar, Muhammad Nor (2009) Chemoenzymatic and biotransformation approaches for pharmaceutical applications. In: 2nd National Symposium on Fermentation Technology (NSFT 2009), 14-15 December 2009, MITC Ayer Keroh Malacca. (Unpublished)
institution Universiti Islam Antarabangsa Malaysia
building IIUM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider International Islamic University Malaysia
content_source IIUM Repository (IREP)
url_provider http://irep.iium.edu.my/
language English
English
English
English
topic Q Science (General)
spellingShingle Q Science (General)
Omar, Muhammad Nor
Chemoenzymatic and biotransformation approaches for pharmaceutical applications
description Methyl ricinoleate 4 and methyl 13(S)-hydroxyoctadeca-9(Z),11(E)-dienoate 7 were subjected to epoxidation using mCPBA, or tert-butyl hydroperoxide in the presence of vanadyl acetylacetonate or titanium (IV) isopropoxide with D-(-)- or L-(+)-diisopropyl tartrate. Epoxidations using mCPBA gave equal quantities of the disatereoisomeric epoxides 5/6 and 8/9 from 4 and 7 respectively. Other methods gave preferentially epoxides 5 or 8, except for treatment of 7 with tert-butyl hydroperoxide in the presence of titanium (IV) isopropoxide and L-(+)-diisopropyl tartrate which gave preferentially epoxide 9. Hydroxy-derivative 4, 7, 5, 6, 8 and 9 were converted into the fluoro-derivatives 16 - 21 by trimethylsilylation and treament with diethylaminosulphur trifluoride. Epoxides 6 and 9 were converted into 2-oxazolines 22 and 23 respectively by reaction with acetamide.
format Conference or Workshop Item
author Omar, Muhammad Nor
author_facet Omar, Muhammad Nor
author_sort Omar, Muhammad Nor
title Chemoenzymatic and biotransformation approaches for pharmaceutical applications
title_short Chemoenzymatic and biotransformation approaches for pharmaceutical applications
title_full Chemoenzymatic and biotransformation approaches for pharmaceutical applications
title_fullStr Chemoenzymatic and biotransformation approaches for pharmaceutical applications
title_full_unstemmed Chemoenzymatic and biotransformation approaches for pharmaceutical applications
title_sort chemoenzymatic and biotransformation approaches for pharmaceutical applications
publishDate 2009
url http://irep.iium.edu.my/17951/1/Planery_lecture_NSFT09.pdf
http://irep.iium.edu.my/17951/2/Fermentation_technology.PDF
http://irep.iium.edu.my/17951/3/NSFT_2009_planery.PDF
http://irep.iium.edu.my/17951/4/NSFT_Plenary1.pdf
http://irep.iium.edu.my/17951/
_version_ 1643607383049502720
score 13.211869

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