201593-51-3Relevant academic research and scientific papers
Convenient synthesis of S- and Se-(2,3,4,6-tetra-O-benzyl-D-glucopyranosyl)-phosphorothioate, phosphoroselenoate and phosphorodithioate
Kudelska
, p. 1548 - 1552 (2007/10/03)
Organic phosphorothioate 7, phosphoroselenoate 8 and phosphorodithioate 9 were glucosylated with 2,3,4,6-tetra-O-benzyl-D-glucopyranose derivatives 1-6. When the reaction was performed in the presence of boron trifluoride etherate, the products were 5-α-glucosyl and Se-α-glucosyl phosphoroethers 10-12. O-Benzylated glucosyl halides 5-6 with alkylammonium salt of 9 afforded S-β-glucosyl phosphorodithioate 13, which underwent the β?α anomerization by boron trifluoride etherate into more stable α-derivatives.
