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Synthesis of 2-carbamoylmethyl-6--D-ribofuranosylpyridine with the aid of a Pd(0)-catalyzed reaction
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| Abstract |
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| D-Allo/D-altro-2-(2,4:3,5-di-O-benzylidenepentitol-1-yl)-6-ethoxycarbony lmethylpyridine was synthesized from 2-bromo-6-(2,4:3,5-di-O-benzylidenepentitol-1-yl)pyridine or 2-(2,4:3,5-di-O-benzylidenepentitol-1-yl)-6-iodopyridine by means of a tetrakis(triphenylphosphine)palladium(0)-catalyzed reaction with Reformatsky's reagent. Subsequent ammonolysis and mesylation of the D-altro-ethoxycarbonylmethyl compound gave D-altro-2-carbamoylmethyl-6-(1-O-mesyl-2,4:3,5-di-O-benzylidenepentitol- 1-yl)pyridine which was cyclized to 2-carbamoylmethyl-6-beta-D-ribofuranoslpyridine. | | |
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English
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Journal of heterocyclic chemistry. - Provo, Utah | |
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Provo, Utah : 1993
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0022-152X
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30:5(1993), p. 1245-1252
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A1993MM42400014
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