Process for preparation of intermediates of carbocyclic nucleosi

Details Process for preparation of intermediates of carbocyclic nucleosi Process for preparation of intermediates of carbocyclic nucleosi

1990-08-20

1992-10-06

Tsang, Cecilia

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

Organic compounds

Carboxylic acid esters

560 10, 560123, 560125, 562427, 562430, 562507, 20415776, 20415778, 20415787, 20415789, C07D32100, C07D32300, C07D38100, C07C 5100

Patent

active

051533529

ABSTRACT:
A compound of the formula: ##STR1## wherein A is a purin-9-yl group, a heterocyclic isostere of a purin-9-yl group, a pyrimidin-1-yl group or a heterocyclic isostere of a pyrimidin-1-yl group; E is hydrogen, --CH.sub.2 OH or --OH; and G and D are independently selected from hydrogen, C.sub.1 to C.sub.10 alkyl, --OH, --CH.sub.2 OH, --CH.sub.2 OR.sub.20 wherein R.sub.20 is C.sub.1 to C.sub.6 alkyl, --CH.sub.2 OC(O)R.sub.21 wherein R.sub.21 is C.sub.1 to C.sub.10 alkyl, --CH.sub.2 OC(O)CH(R.sub.22)(NHR.sub.23) wherein R.sub.22 is the side chain of any of the naturally occuring amino acids and R.sub.23 is hydrogen or --C(O)CH(R.sub.24)(NH.sub.2) wherein R.sub.24 is the side chain of any of the naturally occuring amino acids, --CH.sub.1 SH, --Ch.sub.2 Cl, --Ch.sub.2 F, --CH.sub.2 Br, --CH.sub.2 I, --C(O)H, --CH.sub.2 CN, --CH.sub.2 N.sub.3, --CH.sub.2 NR.sub.1 R.sub.2, --CO.sub.2 R.sub.1, --CH.sub.2 CH.sub.2 OH, --CH.sub.2 CH.sub.2 OR.sub.20 wherein R.sub.20 is as defined above, --CH.sub.2 CH.sub.2 OC(O)R.sub.21 wherein R.sub.21 is as defined above, --CH.sub.2 CH.sub.2 OC(O)CH(R.sub.22)(NHR.sub.23) wherein R.sub.22 and R.sub.23 are as defined above, --CH.sub.2 CH.sub.2 PO.sub.3 H.sub.2, --Ch.sub.2 OPO.sub.3 H.sub.2, --OCH.sub.2 PO.sub.3 H.sub.2 and --CH.sub.2 CO.sub.2 R.sub.3 wherein R.sub.1 and R.sub.2 are independently selected from hydrogen and C.sub.1 to C.sub.10 alkyl and R.sub.3 is hydrogen, C.sub.1 to C.sub.10 alkyl, carboxyalkyl or aminoalkyl; or a pharmaceutically acceptable salt thereof.

REFERENCES:
patent: 3923792 (1975-12-01), Albrecht et al.
patent: 4016267 (1977-04-01), Albrecht et al.
patent: 4548818 (1985-10-01), Kjellin et al.
patent: 4617304 (1986-10-01), Ashton et al.
patent: 4644001 (1987-02-01), Kjellin et al.
patent: 4782062 (1988-11-01), Tolman et al.
Carey et al, Adv. Org. Chem. Part B: Reactions and Synthesis pp. 329-333.
C. Temple, et al., J. Med. Pharm. Chem. 5 8666 (1962) "Synthesis of Potential Antineoplastic Agents".
V. Marquez, et al., Medicinal Research Reviews 6 1-40 (1986) "Carbocyclic Nucleosides".
Masoliver, et al. C.A. 107:236375e, Spanish Patent No. ES519898, published Mar. 16, 1984 discloses cyclopropylmethyl-substituted purine analogs.

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