Journal article
Facile synthesis of aliphatic isothiocyanates and thioureas on solid phase using peptide coupling reagents
Innate Immunology, Division of Veterinary Diagnostics and Research, National Veterinary Institute, Technical University of Denmark1
Division of Veterinary Diagnostics and Research, National Veterinary Institute, Technical University of Denmark2
National Veterinary Institute, Technical University of Denmark3
Adaptive Immunology & Parasitology, Division of Veterinary Diagnostics and Research, National Veterinary Institute, Technical University of Denmark4
Peptide coupling reagents can be used as versatile reagents for the formation of aliphatic isothiocyanates and thioureas on solid phase from the corresponding solid-phase anchored aliphatic primary amines. The formation of the thioureas is fast and highly chemoselective, and proceeds via formation of the intermediate isothiocyanate.
The isothiocyanate and subsequent thiourea formation take place under standard peptide coupling conditions using carbon disulfide as the 'amino acid'. The thioureas are released from the resin and isolated in moderate to high yields.
Language: | English |
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Year: | 2004 |
Pages: | 269-272 |
ISSN: | 18733581 and 00404039 |
Types: | Journal article |
DOI: | 10.1016/j.tetlet.2003.10.182 |
ORCIDs: | 0000-0002-7641-8302 and Heegaard, Peter M. H. |