Synthesis of a 3,4-dihydroxy-1-cyclopentanylpurinone from a 2,3-

Details Synthesis of a 3,4-dihydroxy-1-cyclopentanylpurinone from a 2,3- Synthesis of a 3,4-dihydroxy-1-cyclopentanylpurinone from a 2,3-

1991-10-07

1993-08-03

Berch, Mark L.

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

Organic compounds

Chalcogen bonded directly to ring carbon of the purine ring...

C07B 4102, C07D47318

Patent

active

052330419

ABSTRACT:
Synthesis of the triol of formula (I) or its amine-protected derivative from a cyclopentene of the formula (II) or its amine-protected derivative: ##STR1## via steps including oxidation to the aldehyde, migration of the double bond, reduction of the aldehyde moiety back to the alcohol grouping and 1,2-cis-dihydroxylation of the double bond.

REFERENCES:
patent: 4621140 (1986-11-01), Verheyden
patent: 4774325 (1988-09-01), Casadio
patent: 5155112 (1992-10-01), Storer
Geiger, Peptides 3, pp. 1-2 (1981).
Behr, Acta Chem Scand B, 31 793-796 (1977).
Huang, Synthesis 1978, pp. 297-299.
Mancuso, A. Activated Dimethyl Sulfoxide: Useful Reagants for Synthesis, Synthesis, pp. 165-185, Mar. 1981.
Schroder, Chemical Reviews, 1980 80, pp. 187-213.
Van Rheem, Tetrahedron Letters, No. 23, pp. 1973-1976 (1976).

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