Utilize este identificador para referenciar este registo:
https://hdl.handle.net/1822/48100
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Campo DC | Valor | Idioma |
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dc.contributor.author | Monteiro, Luís S. | por |
dc.contributor.author | Pereira-Lima, Sílvia M. M. A. | por |
dc.contributor.author | Pereira, Sofia | por |
dc.date.accessioned | 2017-12-07T15:44:06Z | - |
dc.date.available | 2017-12-07T15:44:06Z | - |
dc.date.issued | 2014 | - |
dc.identifier.issn | 1872-3136 | por |
dc.identifier.uri | https://hdl.handle.net/1822/48100 | - |
dc.description.abstract | Several dipeptides with an N-benzyloxycarbonyl or an N-(tert-butyloxycarbonyl) α-aminoisobutyric acid residue and a β-hydroxyamino acid methyl ester were subjected to dehydration to form dehydrodipeptide derivatives. N-Ethylation of these dipeptides using triethyloxonium tetrafluoroborate with potassium tert-butoxide as auxiliary base led to complex mixtures that failed to render pure products. However, when the 4-nitrophenylsulfonyl protecting group was substituted for the benzyloxycarbonyl or tert-butyloxycarbonyl groups and N,N-diisopropylethylamine was substituted for potassium tert-butoxide, the dehydrodipeptide derivatives were selectively N-alkylated at the amino terminal nitrogen in fair to high yields. Alternatively, N-ethylation can be carried out prior to dehydration. Thus, through a combination of dehydration and N-ethylation procedures, it was possible to obtain dipeptides with α-aminoisobutyric acid and dehydroamino acid residues, which are N-alkylated at the amino terminal nitrogen. | por |
dc.description.sponsorship | Foundation for Science and Technology (FCT) – Portugal and Fundo Europeu de Desenvolvimento Regional (FEDER) for financial support to Chemistry Centre of University of Minho. The NMR spectrometer Bruker Avance II+ 400 is part of the National NMR Network and was purchased in the framework of the National Program for Scientific Re-equipment; contract REDE/1517/RMN/2005, with funds from POCI 2010, FEDER and FCT. | por |
dc.language.iso | eng | por |
dc.publisher | Bentham Science Publishers | por |
dc.rights | openAccess | por |
dc.subject | Alkylation | por |
dc.subject | dehydration | por |
dc.subject | dehydroamino acids | por |
dc.subject | dehydrodipeptide | por |
dc.subject | α, α-Dialkylglicines | por |
dc.subject | N-Alkyl-dehydrodipeptides | por |
dc.subject | N-Alkylamino acids | por |
dc.subject | Dehydrodipeptides | por |
dc.subject | α | por |
dc.subject | α-dialkylglicines | por |
dc.title | Synthesis of Dehydrodipeptide and N-ethyl-dehydrodipeptide Derivatives with an α-Aminoisobutyric Acid Residue | por |
dc.type | article | por |
dc.peerreviewed | yes | por |
oaire.citationStartPage | 109 | por |
oaire.citationEndPage | 113 | por |
oaire.citationIssue | 2 | por |
oaire.citationVolume | 8 | por |
dc.subject.fos | Ciências Naturais::Ciências Químicas | por |
dc.description.publicationversion | info:eu-repo/semantics/publishedVersion | por |
sdum.journal | Current Chemical Biology | por |
Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
Ficheiro | Descrição | Tamanho | Formato | |
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Manuscript BSP-CCB-2014-31-revised.pdf | 468,8 kB | Adobe PDF | Ver/Abrir |