Process for preparing diaminopyrimido(4,5-d)pyrimidine glycoside

Details Process for preparing diaminopyrimido(4,5-d)pyrimidine glycoside Process for preparing diaminopyrimido(4,5-d)pyrimidine glycoside

1986-08-15

1989-01-31

Brown, Johnnie R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

536 24, 536 29, C07H 1702

Patent

active

048016985

ABSTRACT:
The aminoglycoside and aminoglycotide N.sup.4 -(2,3,5-tri-O-acetyl-.beta.-D-ribofuranosyl)pyrimido[4,5-d]pyrimidine-4,8- diamine and N.sup.4 -(5-O-phosphono-.beta.-D-ribofuranosyl-pyrimido[4,5-d]pyrimidine-4,8-diami ne exhibit antiviral activity as well as cytotoxic activity against the L1210 and mammary 16/C tumor cell lines.
An improved method for their production involves the production of a sylilated intermediate and reaction of the intermediate with tetra-O-acetyl-.beta.-D-ribofuranose in the presence of the specific catalyst trimethylsilyltrifluoromethanesulfonate.

REFERENCES:
patent: 4352795 (1982-10-01), Cook
patent: 4531001 (1985-07-01), Robins et al.
Abst. 33, 85th Ann. Mtg., Am. Soc. Microb., Mar. 3-7, 1985.
Berman et al., Tet. Letters, 33:3099-3101 (1973).
Ishido et al., Bull. Chem. Soc. (Japan), 40:1007 (1967).

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