Process for preparing 2', 3'- dideoxyinosine

Details Process for preparing 2', 3'- dideoxyinosine Process for preparing 2', 3'- dideoxyinosine

1992-03-30

1995-11-14

Robinson, Douglas W.

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

Organic compounds

Carbohydrates or derivatives

536 278, C07H 19173, C07H 19073

Patent

active

054667933

ABSTRACT:
A process for preparing 2',3'-dideoxyinosine comprising reducing a nucleoside of the formula IIIa or IIIb ##STR1## wherein R.sup.2 is hydrogen, C.sub.1-12 acyl, C.sub.1-12 alkyl, C.sub.7-8 aralkyl or a silyl protecting group; X is Cl, Br, or I; R.sub.5 is C.sub.1-12 acyl; H.sub.x is hypoxanthine; with hydrogen in the presence of a palladium catalyst; wherein said reduction is conducted in a solvent containing a base of pH 9-11 and wherein the solvent is acetonitrile, aqueous acetonitrile, aqueous ethyl acetate, or aqueous methanol.

REFERENCES:
Robins et al. J. Amer. Chem. Soc. 98(25): 8213-8217, 1976.
Robins et al. Tetrahedron Letters 25(4): 367-370, 1984.
March, Jerry, Advanced Organic Chemistry, 2nd Edition, (McGraw-Hill Book Co, New York; 1977) pp. 944-945.
Jain et al. J. Org. Chem. 38(18): 3179-3186, 1973.
House et al. J. Amer. Chem Soc. 80: 182-187, 1958.
Reese et al. Synthesis 304, 1983.

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