Synthesis of furanose derivatives of 3-deoxy-D-erythro-2-hexulosonic acid and their 3-bromo and 3-deuterio analogs.
نویسندگان
چکیده
Methanolysis of 2,4,6-tri-O-benzoyl-2,3-dibromo-3-deoxy-D-altrono-1,5-lactone gave methyl 3-bromo-3-deoxy-2,4,6-tri-O-benzoyl-alpha-D-ribo-hex-2-ulofuranosonat e (3) and the anomeric mixture of the analogous 4,6-di-O-benzoyl derivative, having HO-2 free. Compound 3 was subjected to debromination with tributyltin hydride and tributyltin deuteride in the presence of 2,2'-azo-bisisobutyronitrile affording, respectively, the corresponding derivatives of 3-deoxy-D-erythro-2-hexulosonic acid and its 3-deuterio analog. The structure of the products and intermediates was established by spectroscopic methods and chemical transformations.
منابع مشابه
ATTEMPTED SYNTHESIS OF 5' - DEOXY - 5' - PHOSPHONO - ISOCYTIDINE SYNTHESIS OF PHOSPHONIC ACID DERIVATIVES OF ACYCLO - NUCLEOSIDES. PREPARATION OF 1- ?- D- ARABINOFURANOSYL PYRIMIDINES
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ورودعنوان ژورنال:
- Carbohydrate research
دوره 328 4 شماره
صفحات -
تاریخ انتشار 2000