title: A traceless approach for the solid-phase synthesis of 6-amino-1,3,5-triazine-2,4-diones.
abstract: A traceless approach for the solid-phase synthesis of 6-amino-1,3,5-triazine-2,4-diones is described. Reaction of resin-bound S-methylisothiourea with isocyanates yielded resin-bound iminoureas 3, which reacted with amines to afford the corresponding guanidines 4. Following intramolecular cyclizative cleavage of the resin-bound guanidines using potassium ethoxide as a base, the desired products 5 were obtained in good yields and high purities.
authors.affiliation: Torrey Pines Institute for Molecular Studies, 3550 General Atomics Court, San Diego, California 92121, USA.
authors.forename: Yongping
authors.initials: Y
authors.lastname: Yu
authors.forename: John M
authors.initials: JM
authors.lastname: Ostresh
authors.forename: Richard A
authors.initials: RA
authors.lastname: Houghten
mesh_terms: D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D007202:Indicators and Reagents; D013058:Mass Spectrometry; D008970:Molecular Weight; D014227:Triazines / Q000138:chemical synthesis*
chemical_list: D007202:Indicators and Reagents; D014227:Triazines