82701-48-2

Upstream product

• 957476-80-1 2,6-anhydro-1,3,4,5-tetra-O-benzyl-7-deoxy-7-iodo-D-glycero-L-galacto-heptitol 
• 122-52-1 triethyl phosphite 
• 82701-47-1 (2R,5R,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-bromomethyl-tetrahydro-pyran 
• 79258-17-6 C₃₅H₃₇ClHgO₅ 

Downstream Products

• 82933-06-0 (1-deoxy-α-D-glucopyranosyl)methanephosphonic acid 

Relevant academic research and scientific papers

Synthesis of the Phosphono-analogue of α-D-Glucose 1-Phosphate

The synthesis of 2,6-anhydro-1-deoxy-L-glycero-D-gluco-heptulopyranose-1-phosphonic acid, the phosphono-analogue of α-D-glucose 1-phosphate, in which the substitution of a methylene group for an oxygen occurs at the anomeric centre of the sugar, is report

Enzyme-catalyzed synthesis of isosteric phosphono-analogues of sugar nucleotides

Efficient enzymatic syntheses of isosteric phosphono analogues of sugar nucleotides have been accomplished using a thymidylyltransferase. The Royal Society of Chemistry.

Stereospecific Synthesis of the Phosphono Analogues of α- and β-D-Glucose 1-Phosphate

The present paper describes the convenient stereospecific synthesis of the analogues of α- and β-D-glucose 1-phosphate.The β analogue, (1-deoxy-β-D-glucopyranosyl)methanephosphonic acid, was synthesized by treatment of 2,6-anhydro-1-bromo-1-deoxy-3,4,5,7-tetra-O-acetyl-D-glycero-D-gluco-heptitol with triethyl phosphite, followed by deethylation of the obtained diethyl (1-deoxy-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)methanephosphonate and deacetylation with ion-exchange resin.The α analogue, (1-deoxy-α-D-glucopyranosyl)methanephosphonic acid, was synthesized by starting from 2,3,4,6-tetra-O-benzyl-D-glucose through the followin g sequence: Wittig reaction with methylenetriphenylphosphorane, mercuriocyclization, bromodemercuriation, Arbuzov reaction, and removal of the protecting groups.