Silver diphenyl phosphate

The 1-phosphates of a- and /3-lactose have been synthesized by interacting silver diphenyl phosphate with hepta-O-acetyl-a-lactosyl bromide, with the elimination of silver bromide, followed by hydrogenolysis of the phenyl groups and fractional recrystallization of the barium salts. /3-Lactosyl phosphate is more readily hydrolyzed than the a anomcr in N hydrochloric acid at 37° (64% and 26% hydrolysis, respectively, after 80 minutes). 

Phosphorylation O-Benzyl phosphorus 0,0-diphenylphosphoric anhydride. 2-Cyanomethyl phosphate. Dibromomalonamide. Di-p-nilrobenzylphosphoryl chloridate. Dioxane diphosphate. Diphenylphosphorochloridate. Ethoxyacetylene. Metaphosphoric acid. o-Phenyl-ene phosphorochloridate. Phosphoric acid, anhydrous. Phosphorodimorpholidic chloride. Phosphorus pentoxide-Phosphoric acid. Phosphoryl chloride. Polyphosphoric acid. Pyro-phosphoryl tetrachloride. Silver dibenzyl phosphate. Silver diphenyl phosphate. Tetra-p-nitrophenyl pyrophosphate. 

Krahl, Cod, Biochem. Prepn. 1, 33 (1949). Prepn from a-acetobromglucose + silver diphenyl phosphate Postemak. J. Am. Chem. Soc. 72,4824 (1950) by phosphor-olysis of starch using phosphorylase and orthophosphate McCready, Hassid, Biochem. Prepn. 4, 63 (1955). Structure Wolfrom, Pletcher, J. Am. Chem. Soc. 63, 1050 (1941). Configuration Wolfrom et al, ibid. 64, 23 (1942) Harmon, Diss. Abstr. 24, 4400 (1964) Beevers, Maconochie, Acta Cryst. 18, 232 (1965). 

Both the a- and jS-forms of lactose 1-phosphate have been prepared (230), The a-lactose 1-phosphate was synthesized by phosphorylating hepta-0-acetyl-a-lactosyl bromide with silver diphenyl phosphate. For the preparation of the jS-form of this ester monosilver phosphate was used as a phosphorylating agent 192),... 

Treatment of tetraacetyl a-glucosyl (CV) jind a-galactosyl bromides (p. 46) with silver diphenyl phosphate followed by hydrogenolysis of the phenyl residues and alkaline hydrolysis of the acetyl groups yields a-glucose (CVI)... 

Xylose derivatives. a-D-Xylopyranone i-phosphate was synthesized from the acetobromoxylose amd trisilver phosphate or with silver diphenyl phosphate . 

Glucose derivatives. a-D-Glucose i-phosphate can be prepared by the action of potato phosphorylase on starch or synthesized from acetobromo glucose and trisilver phosphate or silver diphenyl phosphate . 

Galactose derivatives. a-o-Galactose i-phosphate was first isolated from the liver of galactose-fed rabbits . It is formed enzymically from galactose and aTP " " . Synthesis has been carried out by treatment of a-acetobromogalactose with trisilver phosphate or silver diphenyl phosphate . 

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