Solid-phase synthesis of 1,3,6-trisubstituted-1H-thiazolo[4,5-c][1,2]thiazin-4(3H)one-2,2-dioxide derivatives using traceless linker.
A new solid-phase route for preparation of 1,3,6-trisubstituted-1H-thiazolo[4,5-c][1,2]thiazin-4(3H)one-2,2-dioxide derivatives is described. Our synthetic route is begun with a thiazole resin and relies on the sulfonamide formation, Mitsunobu-type N-alkylation, cyclization, and nucleophilic substitution methodology cleavage on a solid support. The strategy permits the incorporation of three points of diversity into the thiazolo[4,5-c][1,2]thiazine ring system in good overall yields.
Lee
Taeho
T
Center for Drug Discovery Technologies, Korea Research Institute of Chemical Technology, PO Box 107, Singseongno, Yuseong-gu, Daejeon 305-600, Korea.
Park
Ji-Hoon
JH
Jeon
Moon-Kook
MK
Gong
Young-Dae
YD
D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D015394:Molecular Structure; D013843:Thiazines / Q000138:chemical synthesis* / Q000737:chemistry; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry
D013843:Thiazines; D013844:Thiazoles