Synthesis of a naturally occurring dihydrohomopteridine insect metabolite, 6-acetyl-2-amino-7,8-dihydro-9H-pyrimido[4,5-b][1,4]diazepin-4(3H)-one
Abstract
The naturally occurring dihydrohomopterin derivative 6-acetyl-2-amino-7,8-dihydro-9H-pyrimido-[4,5-b][1,4]diazepin-4(3H)-one (1) has been synthesised from 1-amino-4,4-diethoxypentan-3-ol (10) and 2-amino-6-chloro-5-nitropyrimidin-4(3H)-one (3). A novel tricyclic intermediate, 2,2a-dihydroxy-2-methyl-6-nitro-1,2,2a,3,4,5- hexahydro-1,5,8,8b-tetra-aza-acenaphthylen-7-one was isolated.