2,4-Dichloro-5-(.beta.-D-ribofuranosyl) pyrimidines and substitu

Details 2,4-Dichloro-5-(.beta.-D-ribofuranosyl) pyrimidines and substitu 2,4-Dichloro-5-(.beta.-D-ribofuranosyl) pyrimidines and substitu

1976-07-30

1978-05-30

Brown, Johnnie R.

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

Organic compounds

Carbohydrates or derivatives

424180, C07H 302

Patent

active

040924726

ABSTRACT:
A C-nucleoside compound, 2,4-dichloro-5-(2,3,5-Tri-O-acetyl-.beta.-D-Ribofuranosyl)pyrimidine, useful as a primary starting material in the synthesis of various C-nucleoside compounds having antitumor, antiviral and/or antibacterial activity. A structural formula is as follows: ##STR1## The location of the 2,4-dichloro members on the heterocycle, with the active sites of the carbohydrate being blocked, provides an intermediate compound well adapted for a variety of nucleophilic substitutions. Such procedures have yielded several novel analogs of known pyrimidine nucleosides found in RNA, as well as other compounds which have demonstrated chemotherapeutic utility.

REFERENCES:
patent: 3998999 (1976-12-01), DeBernardo et al.
Shapiro et al., Jour. Amer. Chem. Soc., vol. 83, 1961, pp. 3920-3921.

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