The condensations of 2-c~ rbethouycyclopentanone (111) with guanidine, thiourea and 2- methyl-2-thiopseudourea led to 2-amino-4-hydroxy-(IV), 4-hydrouy-2-mercapto-(XX) and 4- hydroxy-2-(methylthio)-5, G-trimethq. lenepyrimidine (XXIX), respectively. Compounds I\-, XX and XXIX mere converted to a variety of substituted 4, 5-trimethylenepyriniidines, several of which are closely related structurally to biologically important purines.