Process for preparing 2',3',5'-tri-0-acetyl-6-azauridine

Details Process for preparing 2',3',5'-tri-0-acetyl-6-azauridine Process for preparing 2',3',5'-tri-0-acetyl-6-azauridine

1974-06-05

1976-05-04

Ford, John M.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D25306

Patent

active

039547523

ABSTRACT:
Process for preparing 2',3',5'-tri-0-acetyl-6-azauridine having the following formula ##SPC1##
Which comprises reacting a crude anomeric mixture of methyl D-ribofuranosides having the formula ##SPC2##
With anhydrous hydrogen chloride or anhydrous hydrogen bromide in the presence of acetic anhydride and acetic acid to thereby form the corresponding 2,3,5-tri-0-acetyl-D-ribofuranosyl halide having the formula ##SPC3##
Wherein X is chloro or bromo, reacting the halide of formula III with 3,5-bis-trimethylsilyloxy-1,2,4-triazine having the following formula ##SPC4##
In the presence of an inert solvent and a mercuric halide and recovering the 2',3',5'-tri-0-acetyl-6-azauridine.

REFERENCES:
patent: 3352849 (1967-11-01), Shen et al.
patent: 3357976 (1967-12-01), Restivo
patent: 3824229 (1974-07-01), Szekeres et al.

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