Organic compounds -- part of the class 532-570 series – Organic compounds – Nitrogen attached directly or indirectly to the purine ring...
Patent
1990-02-01
1993-04-20
Tsang, Cecilia
Organic compounds -- part of the class 532-570 series
Organic compounds
Nitrogen attached directly or indirectly to the purine ring...
544310, 544212, 544276, 544277, 544313, 544229, 544314, 549 4, 549 30, C07D41104, C07D47300, C07F 502
Patent
active
052044661
ABSTRACT:
The present invention relates to a method of preparing BCH-189 and various analogs of BCH-189 from inexpensive precursors with the option of introducing functionality as needed. This synthetic route allows the stereoselective preparation of the biologically active isomer of these compounds, .beta.-BCH-189 and related compounds. Furthermore, the steochemistry at the nucleoside 4' position can be controlled to produce enantiomerically-enriched .beta.-BCH-189 and its analogs.
REFERENCES:
patent: 5047407 (1991-09-01), Belleau et al.
Choi et al., J. Am. Chem. Soc., vol. 113, No. 24, 1991, pp. 9377-9379.
Chem. Ber., 114:1234 (1981).
Chem. Ber., 114:1244 (1981).
Richman, D. D., et al., N. Eng. J. Med., 1987, 317:192.
Mitsuya, H.; Yarochoan, R.; Broder, S., Science, 1990, 249:1533.
Mitsuya, H.; Matsukura, M.; Broder, S. in AIDS: Modern Concepts and Therapeutic Challenges, S. Broder, Ed. (Marcel-Dekker, New York, 1987), p. 303.
Belleau, B., et al., Abstracts of Papers, Fifth International Conference on AIDS, Montreal; International Research Centre; Ottawa, Ontario 1989.
Norbeck, D.; Sparton S.; Broder, S.; Mitsuya, H. Tetrahedron Lett., 1989, 6263.
Satsumabayashi, S., et al., Bull. Chem. Soc. Japn., 1972, 45:913.
Wilson, L. J.; Liotta, D.; Tetrahedron Lett., 1990, 31:1815.
Bartlett, P. A.; Johnson, W. S.; Elliott, J. D., J. Am. Chem. Soc., 1983, 105:2088.
Chu, C. K.; Beach, J. W.; Ullas, G. V.; Kosugi, Y., Tetrahedron Lett., 1988, 5349.
Okabe, M.; Sun, R.; Tam, S. T.; Todaro, L. J.; Coffen, D. L. J. Org. Chem., 1989 53:4780.
Chu, C. K.; Ragnavachari, R.; Beach, J. W.; Kosugi, Y.; Ullas, G. V., Nucleosides, Nucleotides, 1989, 8:903.
Nicolaou, K. C.; Ladduwahetty, T.; Randall, J. L.; Chuucholowski, J. Am. Chem. Soc., 1986, 108:2466.
Annunziata, R.; Cinquini, M.; Coozi, F.; Coozi, P. G., Tetrahedron Lett., 1990, 6733.
Evans, D. A., et al., J. Am. Chem. Soc., 1990, 112:8215.
Takano, A. et al., Chemistry Letters, 1983, 1593.
Vorbruggen et al., Nucleoside Synthesis with Trimethylsilyl Trifate and Perchlorate as Catalysts, Chem. Ber., 1981, 114:1234-1255.
Choi Woo-Baeg
Liotta Dennis C.
Emory University
Tsang Cecilia
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