Process for the preparation of ribonucleotide reductase inhibito

Details Process for the preparation of ribonucleotide reductase inhibito Process for the preparation of ribonucleotide reductase inhibito

1995-05-11

1996-04-16

Robinson, Douglas W.

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

Organic compounds

Carbohydrates or derivatives

536 2851, 536 2852, 544245, 544321, 544317, C07H 1906

Patent

active

055083935

ABSTRACT:
The present invention is directed toward a novel process of preparing 2'-exocyclic vinylfluoride derivatives of cytidine analogues for use as ribonucleotide reductase inhibitors. The novel process of the present invention utilizes a cytidine derivative as the required starting material and provides the ribonucleotide reductase inhibitor in a more efficient five step reaction sequence. The present invention further provides the ribonucleotide reductase inhibitor in a four step reaction sequence and results in an overall yield of greater than 35%.

REFERENCES:
patent: 5047520 (1991-09-01), Matsuda et al.
McCarthy, et al.,Tetrahedron Letters 31(38):5449-5452 (1990).
Sabol, et al., Tetrahedron Letters 33(22):3101-3104 (1992).
McCarthy, et al., J. of The American Chem. Society, 113 (19): 7439-7440 (Sep. 11, 1991).
Takenuki, et al., J. Med. Chem. 31:1064-1066 (1988).
Matsuda, et al., Chem. Pharm. Bull. 36(3):945-953 (May 24, 1988).
Markiewicz et al., Tetrahedron Letters, vol. 29, No. 13, pp. 1561-1564, (1988).

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