A synthesis of phosphorylated dioxohexahydropyrimidines from N,N'-dimethylurea, activated acetylenes, and trialkyl phosphites.
An efficient synthesis of alkyl 5-(dialkoxy- phosphoryl)-1,3-dimethyl-2, 6-dioxo-hexahydropyrimidine-4-carboxylates is described. This involves the reaction of N,N'-dimethylurea and dialkyl acetylendicarboxylates in the presence of trialkyl phosphites. Under similar conditions, triphenyl phosphite led to alkyl 5-(diphenoxyphosphoryl)-1,3-dimethyl-2,6-dioxo-hexahydro-4-pyrimidinecarboxylates.
Yavari
Issa
I
Chemistry Department, Tarbiat Modares University, P. O. Box 14115-175, Tehran, Iran. yavarisa@modares.ac.ir
Nematpour
Manijeh
M
Hossaini
Zinatossadat
Z
D000480:Alkynes / Q000737:chemistry* / Q000494:pharmacology; D002626:Chemistry, Pharmaceutical / Q000379:methods; D008782:Methylurea Compounds / Q000737:chemistry*; D008954:Models, Biological; D004364:Pharmaceutical Preparations / Q000138:chemical synthesis / Q000737:chemistry; D017905:Phosphites / Q000737:chemistry* / Q000494:pharmacology; D010766:Phosphorylation; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism
D000480:Alkynes; D008782:Methylurea Compounds; D004364:Pharmaceutical Preparations; D017905:Phosphites; D011743:Pyrimidines; C013318:triphenyl phosphite; C018275:1,1-dimethylurea