Application of the hydrogenphosphonate approach in the synthesis of glycosyl phosphosugars linked through secondary hydroxyl groups☆

Add time:08/19/2019    Source:sciencedirect.com

The hydrogenphosphonate approach has been used in syntheses of methyl α-d-mannopyranoside 2-, 3-, and 4-(α-d-mannopyranosyl phosphate), benzyl β-d-galactopyranoside 2-(α-d-mannopyranosyl phosphate), and methyl β-d-galactopyranoside 4-(α-d-mannopyranosyl phosphate). Condensation of 2,3,4,6-tetra-O-benzyl- or 2,3,4,6-tetra-O-benzoyl-α-d-mannopyranosyl hydrogenphosphonate with suitable, partially acylated monohydroxy derivatives in the presence of Me3CCOCl, followed by oxidation of the resulting hydrogenphosphonate diesters with iodine, gave the O-protected phosphate diesters in yields of 67–87%. Deprotection then gave the glycosyl phosphosugars.

We also recommend Trading Suppliers and Manufacturers of methyl hydrogenphosphonate (cas 13590-71-1). Pls Click Website Link as below: cas 13590-71-1 suppliers

Prev:Comparative study of SCE induction and cytostatic effects by homo-azasteroidal esters of N,N-bis(2-chloroethyl)aminobenzoic acid in human lymphocytes
Next:Radical telomerisation of vinylidene fluoride with diethyl hydrogenphosphonate: Characterisation of the first telomeric adducts and assessment of the transfer constants)