2-Amino-1-(5-amino-1H-imidazol-4-yl)ethanone and method of prepa

Details 2-Amino-1-(5-amino-1H-imidazol-4-yl)ethanone and method of prepa 2-Amino-1-(5-amino-1H-imidazol-4-yl)ethanone and method of prepa

1977-10-11

1978-09-26

Trousof, Natalie

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

536 24, 542405, 548323, 548339, C07D23388

Patent

active

041172299

ABSTRACT:
2-Amino-1-(5-amino-1H-imidazol-4-yl)ethanone, 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one and acid-addition salts thereof are disclosed. 2-Amino-1-(5-amino-1H-imidazol-4-yl)ethanone and its acid-addition salts are prepared by catalytically reducing an acid-addition salt of 2-amino-1-[5-amino-1-(protected)-1H-imidazol-4-yl]ethanone. 6,7-Dihydroimidazo[4,5-d][1,3]-diazepin-8(3H)-one and its acid-addition salts are prepared by reacting an acid-addition salt of 2-amino-1-(5-amino-1H-imidazol-4-yl)ethanone with a compound able to contribute a formyl group. The later product may subsequently be converted into (R)-3-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-3,6,7,8-tetrahydroimidazo[ 4,5-d][1,3]diazepin-8-ol. Furanose derivatives of 6,7-dihydroimidazo[4,5-d][1,3]diazepine are also disclosed and their methods of preparation. Lastly, a method for resolving an isomer mixture of 3-(2-deoxy-.beta.-D-erythro-pentafuranosyl)-3,6,7,8-tetrahydroimidazo[4 ,5-d][1,3]diazepin-8-ol compounds is related.

REFERENCES:
patent: 3670007 (1972-06-01), Ferris
Stevens et al., Chem. Abst., 1962, vol. 57, col. 2216.
Tamamusi, Chem. Abst., 1940, vol. 34, col. 5446.

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