Processes for the preparation of spectinomycin analogs, novel pr

Details Processes for the preparation of spectinomycin analogs, novel pr Processes for the preparation of spectinomycin analogs, novel pr

1984-03-12

1985-09-17

Love, Ethel G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07H 1704

Patent

active

045422273

ABSTRACT:
The present invention relates to novel methods of preparing a wide variety of spectinomycin analogs and biologically acceptable salts thereof. Further, the invention relates both to novel intermediates and novel products therein. The novel products are spectinomycin analogs which can be used for the same biological purposes as spectinomycin. The processes of the invention provide for novel intermediates that are versatile and highly reactive exocyclic enones.

REFERENCES:
patent: 3234092 (1966-02-01), Bergy et al.
patent: 4282152 (1981-08-01), White
patent: 4420624 (1983-12-01), White et al.
March, "The Mannich Reaction", Advanced Organic Chemistry: Reactions, Mechanisms and Structure, pp. 670-672, McGraw-Hill Book Company (1968).
Flick, "The Use of a Mannich Base as a Source of an Unsaturated Ketone for Condensations with an Active Methylene Compound", Organic Reactions, vol. 1, pp. 320-322, New York: John Wiley and Sons, Inc. (1942).
Brewster et al., "Alkylations with Tertiary Amines", Organic Reactions, vol. 7, pp. 126-130, New York: John Wiley and Sons, Inc. (1953).
Bergman et al., "Robinson's Modification of the Michael Condensation", Organic Reactions, vol. 10, pp. 222-223: New York, John Wiley and Sons, Inc. (1959).
March, Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, pp. 199-200 and pp. 287-290, McGraw-Hill Book Co. (1968).
Cram et al., Organic Chemistry, pp. 272-291, McGraw-Hill Book Co. (1964).

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