A traceless approach for the solid-phase synthesis of 6-amino-1,3,5-triazine-2,4-diones.
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.
Yu
Yongping
Y
Torrey Pines Institute for Molecular Studies, 3550 General Atomics Court, San Diego, California 92121, USA.
Ostresh
John M
JM
Houghten
Richard A
RA
D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D007202:Indicators and Reagents; D013058:Mass Spectrometry; D008970:Molecular Weight; D014227:Triazines / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D014227:Triazines