Method and compositions for the synthesis of dioxolane nucleosid

Details Method and compositions for the synthesis of dioxolane nucleosid Method and compositions for the synthesis of dioxolane nucleosid

1999-02-17

2000-05-30

Shah, Mukund J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Pteroyl per se or having -c-, wherein x is chalcogen, bonded...

544265, 544272, 544280, 544298, 544309, 544312, 544317, C07D47304, C07D47316, C07D47318, C07D47332, C07D47334, C07D47340, C07D23926

Patent

active

060692502

ABSTRACT:
The present invention relates to methods and compositions for preparing biologically important nucleoside analogues containing 1,3-dioxolane sugar rings. In particular, this invention relates to the stereoselective synthesis of the beta (cis) isomer by glycosylating the base with an intermediate of formula (II) below a temperature of about -10.degree. C. ##STR1## wherein R.sub.1 and L are as defined herein.

REFERENCES:
Bodanszky et al. The Practice of Peptide Synthesis. P. 138-147, 1994.
Tetrahedron Letters, vol. 29 No. 11, 1988, pp. 1239-1242, "A New Synthesis of 2', 3'-dideoxynucleosides for AIDS Chemothereapy".
Tetrahedron Letters, vo. 33, No. 46, 1992, pp. 6949-6952, Oxidative Degradation of L-Ascorbic Acid Acetals to 2',3'-Dideoxy-3'-Oxaribofuranosides...
Journal of the America Chemical Society, vol. 113, 1991, pp. 9377-9379, In Situ Complexaton Directs the Stereochemistry of...

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