Synthesis of peptides based on y-Butyrolactone scaffolds / Siti Aisyah Aliasak
As part of a research endeavor in investigating the synthetic utility of enantiopure azido trimethylsiloxy cyclohexene silyl ether as potential intermediates for bioactive compounds, two novel trimethylsiloxy cyclohexene peptides were synthesized. TVBocisoleucine- cyclohexene 111 a and iVBoc-leucine...
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| Format: | Thesis |
| Language: | English |
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2016
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| Online Access: | https://ir.uitm.edu.my/id/eprint/37532/1/37532.pdf |
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my-uitm-ir.375322023-01-26T07:59:38Z Synthesis of peptides based on y-Butyrolactone scaffolds / Siti Aisyah Aliasak 2016 Aliasak, Siti Aisyah As part of a research endeavor in investigating the synthetic utility of enantiopure azido trimethylsiloxy cyclohexene silyl ether as potential intermediates for bioactive compounds, two novel trimethylsiloxy cyclohexene peptides were synthesized. TVBocisoleucine- cyclohexene 111 a and iVBoc-leucine-cyclohexene 111 b were synthesized via reduction amination of azide, Boc protection of amine termini, deprotection of Boc group and coupling reaction with natural amino acids (iVBoc-isoleucine and JVBoc-leucine) using peptide coupling protocol. Compound 111 b was then used as the intermediate for the synthesis of incorporation y-butyrolactone-peptide via oxidative cleavage of cyclohexene double bond to afford compound 112. This compound, in turn, was used as an intermediate to afford a novel y-butyrolactone amino ester 113. These compounds can be act as versatile intermediates for further research endeavor and results extracted from this study might be used to design remarkable synthetic methodology and enhances scientific knowledge. 2016 Thesis https://ir.uitm.edu.my/id/eprint/37532/ https://ir.uitm.edu.my/id/eprint/37532/1/37532.pdf text en public masters Universiti Teknologi MARA (UiTM) Faculty of Applied Sciences Mohd Ali, Mohd Tajudin |
| institution |
Universiti Teknologi MARA |
| collection |
UiTM Institutional Repository |
| language |
English |
| advisor |
Mohd Ali, Mohd Tajudin |
| description |
As part of a research endeavor in investigating the synthetic utility of enantiopure azido trimethylsiloxy cyclohexene silyl ether as potential intermediates for bioactive compounds, two novel trimethylsiloxy cyclohexene peptides were synthesized. TVBocisoleucine- cyclohexene 111 a and iVBoc-leucine-cyclohexene 111 b were synthesized via reduction amination of azide, Boc protection of amine termini, deprotection of Boc group and coupling reaction with natural amino acids (iVBoc-isoleucine and JVBoc-leucine) using peptide coupling protocol. Compound 111 b was then used as the intermediate for the synthesis of incorporation y-butyrolactone-peptide via oxidative cleavage of cyclohexene double bond to afford compound 112. This compound, in turn, was used as an intermediate to afford a novel y-butyrolactone amino ester 113. These compounds can be act as versatile intermediates for further research endeavor and results extracted from this study might be used to design remarkable synthetic methodology and enhances scientific knowledge. |
| format |
Thesis |
| qualification_level |
Master's degree |
| author |
Aliasak, Siti Aisyah |
| spellingShingle |
Aliasak, Siti Aisyah Synthesis of peptides based on y-Butyrolactone scaffolds / Siti Aisyah Aliasak |
| author_facet |
Aliasak, Siti Aisyah |
| author_sort |
Aliasak, Siti Aisyah |
| title |
Synthesis of peptides based on y-Butyrolactone scaffolds / Siti Aisyah Aliasak |
| title_short |
Synthesis of peptides based on y-Butyrolactone scaffolds / Siti Aisyah Aliasak |
| title_full |
Synthesis of peptides based on y-Butyrolactone scaffolds / Siti Aisyah Aliasak |
| title_fullStr |
Synthesis of peptides based on y-Butyrolactone scaffolds / Siti Aisyah Aliasak |
| title_full_unstemmed |
Synthesis of peptides based on y-Butyrolactone scaffolds / Siti Aisyah Aliasak |
| title_sort |
synthesis of peptides based on y-butyrolactone scaffolds / siti aisyah aliasak |
| granting_institution |
Universiti Teknologi MARA (UiTM) |
| granting_department |
Faculty of Applied Sciences |
| publishDate |
2016 |
| url |
https://ir.uitm.edu.my/id/eprint/37532/1/37532.pdf |
| _version_ |
1783734432035766272 |