Synthesis of tritium labelled mecillinam | Zendy

Frederiksen Søren Melsing | Zendy; GrueSørensen Gunnar | Zendy

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Synthesis of tritium labelled mecillinam

Author(s) -

Frederiksen Søren Melsing,

GrueSørensen Gunnar

Publication year - 2003

Publication title -

journal of labelled compounds and radiopharmaceuticals

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.432

H-Index - 47

eISSN - 1099-1344

pISSN - 0362-4803

DOI - 10.1002/jlcr.717

Subject(s) - mecillinam , chemistry , tritium , lactam , trimethylsilyl , stereochemistry , radiochemistry , medicinal chemistry , enterobacteriaceae , biochemistry , escherichia coli , physics , nuclear physics , gene

The potent β ‐lactam antibiotic mecillinam has successfully been labelled with tritium. 2,3,4,7‐Tetrahydro‐1H‐azepin‐1‐carbaldehyde was formed in a ring‐closing metathesis reaction and then condensed with trimethylsilyl protected penicillanic acid to give dehydro‐mecillinam. Pd/C catalysed tritiation then gave [ 3 H 2 ]‐mecillinam (6‐ β (([3,4‐ 3 H 2 ]hexahydro‐1H‐azepin‐1‐yl)methyleneamino)penicillanic acid) with a radiochemical purity of 96% and a specific activity of 24 Ci/mmol. Copyright © 2003 John Wiley & Sons, Ltd.

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