Novel phosphorus derivatives of sugars

Novel 1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-alpha -D-glucofuranose cyclic phosphoramidate/phosphates/phosphorothioate (3a-d) and 1,2-O-(1-meth ylethylidene)-alpha -D-xylofuranose cyclic bis(2-chloroethyl)phosphoramidat e (5) have been synthesized from reactions of equimolar quantities of 3-O-b enzyl-1,2-O-isopropylidene-alpha -D-glucofuranose (1) or 1,2-isopropylidene -D-xylofuranose (4) with bis(2-chloroethyl)phosphoramidic dichloride (2a), O-2-chloroethyl phosphoryl dichloride (2b), trichloromethyl phosphonic dich loride (2c) and phenylphosphorothioic dichloride (2d) in the presence of tr iethylamine in dry tetrahydrofuran. The structures are characterized by IR, H-1, P-31 NMR and mass spectral data.