Doughty, Michael B.; Risinger, G. E. published the artcile< Studies on the aminopyrimidinyl group of thiamine>, HPLC of Formula: 20582-55-2, the main research area is aminopyrimidinyl group thiamine catalytic activity; catalyst thiamine benzoin condensation.
The thiazolium salt I, when refluxed with excess PhCHO in MeOH containing 2 equivalent Et3N yielded benzoin, as did the tricyclic form of thiamine II [R = (CH2)2OH], generated in basic EtOH from thiamine.HCl and NaOEt. In contrast, although the thiamine analog III underwent a rapid C-2 H/D exchange in acidic D2O, formation of its neutral tricyclic form II (R = CO2Et) (IV) in basic solution completely inhibited its ability to catalyze the benzoin condensation. These results are discussed in terms of the intramol. cyclization to form IV and the balance between the nucleophilicity of the aminopyrimidinyl group towards the C-2 position of the thiamine thiazolium ring, and the leaving group potential of the aminopyrimidinyl moiety.
Journal of the Chemical Society, Chemical Communications published new progress about Benzoin condensation reaction catalysts. 20582-55-2 belongs to class thiazole, and the molecular formula is C7H9NO2S, HPLC of Formula: 20582-55-2.
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica