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New chiral synthons of 13C- or 15N-labeled α-aminoacids.
Authors: Popkov Alexander | Nádvorník Milan | Langer Vratislav | Jirásko Robert | Holčapek Michal | Weidlich Tomáš | Lyčka Antonín
Year: 2007
Type of publication: článek v odborném periodiku
Name of source: Journal of Labelled Compounds and Radiopharmaceuticals
Publisher name: John Wiley & Sons Ltd.
Place: Chichester
Page from-to: 554-555
Titles:
Language Name Abstract Keywords
cze New chiral synthons of 13C- or 15N-labeled α-aminoacids. For the synthesis of a structure carrying a label in any of the above-mentioned positions, the corresponding labelled glycine synthon could be prepared from commercially available mono-, di- or tri-labelled glycine. This synthon is further monoalkylated with a suitable electrophile in order to introduce a (protected) side chain, followed by methylation by labelled or non-labelled methyl iodide. An optimization was done in order to increase yields of the complexes and decrease consumption of expensive labelled glycine. Similar optimization of synthesis of a precursor for a-(13C)methyltyrosine gave the ratio of BPB:amino acid:nickel nitrate ¼ 1:1.4:1.5. This ratio allows to achieve 87% yield of the complex. The development of more diastereoselective synthons is underway.
eng New chiral synthons of 13C- or 15N-labeled α-aminoacids. For the synthesis of a structure carrying a label in any of the above-mentioned positions, the corresponding labelled glycine synthon could be prepared from commercially available mono-, di- or tri-labelled glycine. This synthon is further monoalkylated with a suitable electrophile in order to introduce a (protected) side chain, followed by methylation by labelled or non-labelled methyl iodide. An optimization was done in order to increase yields of the complexes and decrease consumption of expensive labelled glycine. Similar optimization of synthesis of a precursor for a-(13C)methyltyrosine gave the ratio of BPB:amino acid:nickel nitrate ¼ 1:1.4:1.5. This ratio allows to achieve 87% yield of the complex. The development of more diastereoselective synthons is underway. amino acids; asymetris synthesis; carbon- 13; nitrogen- 15; labelling

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