Synthetic studies towards the total synthesis of Zopfiellamide A / Nor Saliyana Jumali

In this study, Zopfiellamide A was chosen as a target molecule due to its unique structure and its pharmacological importance. The synthetic strategy moving towards the synthesis of Zopfiellamide A was divided accordingly based on the C-5 and C-3 substitution groups. The first approached was focused...

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Main Author:	Jumali, Nor Saliyana
Format:	Book Section
Language:	English
Published:	Institute of Graduate Studies, UiTM 2016
Subjects:	Malaysia Animal biochemistry
Online Access:	http://ir.uitm.edu.my/id/eprint/20026/ http://ir.uitm.edu.my/id/eprint/20026/1/ABS_NOR%20SALIYANA%20JUMALI%20TDRA%20VOL%2010%20IGS%2016.pdf

id	uitm-20026
recordtype	eprints
spelling	uitm-200262018-06-11T03:31:08Z http://ir.uitm.edu.my/id/eprint/20026/ Synthetic studies towards the total synthesis of Zopfiellamide A / Nor Saliyana Jumali Jumali, Nor Saliyana Malaysia Animal biochemistry In this study, Zopfiellamide A was chosen as a target molecule due to its unique structure and its pharmacological importance. The synthetic strategy moving towards the synthesis of Zopfiellamide A was divided accordingly based on the C-5 and C-3 substitution groups. The first approached was focused on the insertion of C-5 substituents of Zopfiellamide A which is the construction of the quaternary carbon bearing the hydroxyl, isopropyl and carboxylic acid linked via the methylene group at C-5 position of the pyrrolidinone ring. Therefore, the C-3 position of the pyrrolidinone ring was protected by a methyl group. Methyl acetoacetate was dialkylated, brominated and cyclised with methylamine to form the required lactam skeleton. The synthesis of C-5 substituents involved olefination, Michael addition, alkylation and mono-decarboxylation to give decarboxylated product 30, which is closest to the target molecule 12. There were two more steps left, which are α-hydroxylation and hydrolysis of ester. The overall yield of reaction was about 30%. Meanwhile, the C-acylation on C-3 was done by preparing the studied template of pyrrolidine-2,4-dione template 38, via condensation, dieckmann cyclisation and decarboxylation reaction… Institute of Graduate Studies, UiTM 2016 Book Section PeerReviewed text en http://ir.uitm.edu.my/id/eprint/20026/1/ABS_NOR%20SALIYANA%20JUMALI%20TDRA%20VOL%2010%20IGS%2016.pdf Jumali, Nor Saliyana (2016) Synthetic studies towards the total synthesis of Zopfiellamide A / Nor Saliyana Jumali. In: The Doctoral Research Abstracts. IGS Biannual Publication, 10 (10). Institute of Graduate Studies, UiTM, Shah Alam.
repository_type	Digital Repository
institution_category	Local University
institution	Universiti Teknologi MARA
building	UiTM Institutional Repository
collection	Online Access
language	English
topic	Malaysia Animal biochemistry
spellingShingle	Malaysia Animal biochemistry Jumali, Nor Saliyana Synthetic studies towards the total synthesis of Zopfiellamide A / Nor Saliyana Jumali
description	In this study, Zopfiellamide A was chosen as a target molecule due to its unique structure and its pharmacological importance. The synthetic strategy moving towards the synthesis of Zopfiellamide A was divided accordingly based on the C-5 and C-3 substitution groups. The first approached was focused on the insertion of C-5 substituents of Zopfiellamide A which is the construction of the quaternary carbon bearing the hydroxyl, isopropyl and carboxylic acid linked via the methylene group at C-5 position of the pyrrolidinone ring. Therefore, the C-3 position of the pyrrolidinone ring was protected by a methyl group. Methyl acetoacetate was dialkylated, brominated and cyclised with methylamine to form the required lactam skeleton. The synthesis of C-5 substituents involved olefination, Michael addition, alkylation and mono-decarboxylation to give decarboxylated product 30, which is closest to the target molecule 12. There were two more steps left, which are α-hydroxylation and hydrolysis of ester. The overall yield of reaction was about 30%. Meanwhile, the C-acylation on C-3 was done by preparing the studied template of pyrrolidine-2,4-dione template 38, via condensation, dieckmann cyclisation and decarboxylation reaction…
format	Book Section
author	Jumali, Nor Saliyana
author_facet	Jumali, Nor Saliyana
author_sort	Jumali, Nor Saliyana
title	Synthetic studies towards the total synthesis of Zopfiellamide A / Nor Saliyana Jumali
title_short	Synthetic studies towards the total synthesis of Zopfiellamide A / Nor Saliyana Jumali
title_full	Synthetic studies towards the total synthesis of Zopfiellamide A / Nor Saliyana Jumali
title_fullStr	Synthetic studies towards the total synthesis of Zopfiellamide A / Nor Saliyana Jumali
title_full_unstemmed	Synthetic studies towards the total synthesis of Zopfiellamide A / Nor Saliyana Jumali
title_sort	synthetic studies towards the total synthesis of zopfiellamide a / nor saliyana jumali
publisher	Institute of Graduate Studies, UiTM
publishDate	2016
url	http://ir.uitm.edu.my/id/eprint/20026/ http://ir.uitm.edu.my/id/eprint/20026/1/ABS_NOR%20SALIYANA%20JUMALI%20TDRA%20VOL%2010%20IGS%2016.pdf
first_indexed	2023-09-18T23:03:48Z
last_indexed	2023-09-18T23:03:48Z
_version_	1777418348958580736

Synthetic studies towards the total synthesis of Zopfiellamide A / Nor Saliyana Jumali

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