dc.contributor.advisor | Sydnes, Magne O. | |
dc.contributor.author | Norevik, Lene Bjorøy | |
dc.date.accessioned | 2023-06-29T15:51:48Z | |
dc.date.available | 2023-06-29T15:51:48Z | |
dc.date.issued | 2023 | |
dc.identifier | no.uis:inspera:135002646:69300999 | |
dc.identifier.uri | https://hdl.handle.net/11250/3074424 | |
dc.description.abstract | Abstract
Antimicrobial resistance is a leading cause of death globally and is on the rise. The discovery
of new antibiotics is declining, and the synthesis of new scaffolds with decomposing properties
is more important now than ever to combat the rise of antimicrobial resistance. The goal of this
project was to synthesize photodecomposable antibiotics containing the ethanolamine moiety,
and further modify this to the corresponding oxazolidine.
1-((2,5-Dichloro-4-nitrophenyl)amino)-3-phenylpropan-2-ol (3a) was successfully synthesized
to a yield of 13%. Compound 3a was used to synthesize 5-benzyl-3-(2,5-dichloro-4-
nitrophenyl)oxazolidine (4) in a yield of 31%. Photodecomposition was conducted for
compounds 3a and 4, and they were fully photodecomposed after approximately 24 hours as
judged by 1H NMR. Compounds 3a and 4 have been submitted for biological testing and results
are expected later this spring. Results from biological testing are therefore not included in this
report.
Attempts were also made to synthesize 1-((2,6-dichloro-4-nitrophenyl)amino)-3-
phenylpropan-2-ol (3b) using the appropriate aniline (1b) and (2,3-epoxypropyl)benzene (2).
None of the reactions that were attempted were successful. | |
dc.description.abstract | Abstract
Antimicrobial resistance is a leading cause of death globally and is on the rise. The discovery
of new antibiotics is declining, and the synthesis of new scaffolds with decomposing properties
is more important now than ever to combat the rise of antimicrobial resistance. The goal of this
project was to synthesize photodecomposable antibiotics containing the ethanolamine moiety,
and further modify this to the corresponding oxazolidine.
1-((2,5-Dichloro-4-nitrophenyl)amino)-3-phenylpropan-2-ol (3a) was successfully synthesized
to a yield of 13%. Compound 3a was used to synthesize 5-benzyl-3-(2,5-dichloro-4-
nitrophenyl)oxazolidine (4) in a yield of 31%. Photodecomposition was conducted for
compounds 3a and 4, and they were fully photodecomposed after approximately 24 hours as
judged by 1H NMR. Compounds 3a and 4 have been submitted for biological testing and results
are expected later this spring. Results from biological testing are therefore not included in this
report.
Attempts were also made to synthesize 1-((2,6-dichloro-4-nitrophenyl)amino)-3-
phenylpropan-2-ol (3b) using the appropriate aniline (1b) and (2,3-epoxypropyl)benzene (2).
None of the reactions that were attempted were successful. | |
dc.language | eng | |
dc.publisher | uis | |
dc.title | Synthesis and photodecomposition of antibiotics containing ethanolamine and
oxazolidine moieties. | |
dc.type | Bachelor thesis | |