✍ Scribed by Joanna Borowiecka
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The first examples of S-thiophosphate derivatives of 2-bromo-2-deoxy sugars 7-12 were synthesized by reacting alkyl ammonium salts 1-4 of thiophosphoric acids with ␣-1,2-cis (5) or ␣-1,2-trans dibromo sugars ( ) and addition of free thiophosphoric acids 1a or 2a to 2-bromo-D-glucal ( ). It was observed that the solvent determines formation of either the O-or S-glycosyl compound. b-Thiophosphates can be transformed to the ␣-configuration in the presence of acid in quantitative yield. The structures of the synthesized derivatives of 7-12 were confirmed by spectroscopic methods.
📜 SIMILAR VOLUMES
## Abstract Complete analyses of the ^1^H n.m.r. spectra at 300 MHz of D~2~0 solutions of 2‐deoxy‐D‐arabino‐hexopyranose, 2‐deoxy‐D‐lyxo‐hexopyranose and 2′‐deoxy lactose. Chemical shifts in the deoxy monosaccharides and in 2′‐deoxy lactose are compared with those previously obtained in the parent