ISSN:
0947-3440
Keywords:
Apionucleosides
;
Nucleosides
;
Antiviral agents
;
Branched nucleosides
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A Convenient Route to 3′-Deoxy-α-L- and 3′-Deoxy-β-D-apionucleosidesThe cyclic thionocarbonate 3, easily available in three steps from 3′-O-benzoyl-2,3-O-isopropylidene-D-apio-β-D-furanose (1), is deoxygenated with n-Bu3SnH to yield the 3′-deoxy epimers 4 [methyl 3-C-(benzoyloxymethyl)-3-deoxy-α-L-threo-tetrofuranoside] and 6 [methyl 3-C-(benzoyloxymethyl)-3-deoxy-β-D-erythro-tetrofuranoside]. These are separated by chromatography and further converted to the 3′-deoxy-α-L-apionucleosides 11-13, and the 3′-deoxy-β-D-apionucleosides 17-19, respectively.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199519950376
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