2,4-Dibromothiazole is applied as a building block in a synthesis of Melithiazole C employing a highly (E)-selective cross-metathesis between the derived 4-vinylthiazole and a dienote side-chain. It is also used as an intermediate in the preparation of various 2,4-disubstituted thiazole derivatives with biologically active properties such as survival motor neuron (SMN) protein modulators.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
2,4-Dibromothiazole is applied as a building block in a synthesis of Melithiazole C employing a highly (E)-selective cross-metathesis between the derived 4-vinylthiazole and a dienote side-chain. It is also used as an intermediate in the preparation of various 2,4-disubstituted thiazole derivatives with biologically active properties such as survival motor neuron (SMN) protein modulators.
Notes
Air sensitive. Incompatible with oxidizing agents.
RUO – Research Use Only
Julian Gebauer; Stellios Arseniyadis; Janine Cossy. A concise total synthesis of melithiazole C. Organic Letters. 2007, 9,(17), 3425-3427.
A.Spiess; G.Heckmann; T.Bach. Regio- and stereoselective synthesis of α-chiral 2-substituted 4-bromo-thiazoles from 2,4-dibromothiazole by bromine-magnesium exchange. Building blocks for the synthesis of thiazolyl peptides and dolabellin. Synlett. 2004, (1), 131-133.