Optically active nicotine analogs and process for their preparat

Details Optically active nicotine analogs and process for their preparat Optically active nicotine analogs and process for their preparat

1982-05-13

1984-04-10

Rotman, Alan L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

424263, C07D40104

Patent

active

044422920

ABSTRACT:
This invention provides a process for the preparation of cotinine and nicotine analogs containing substituents on pyrrolidinone/pyrrolidine ring at the 3' position of cotinine and at the 4' and 5' position of nicotine.
The process proceeds via a first step preparation of a cotinine intermediate which is represented by the formula: ##STR1## wherein M is an alkali metal cation.

REFERENCES:
Noller, Chemistry of Organic Compounds, Second Edition, p. 613, Saunders Pub. 1957.
Roberts et al., Basic Principles of Organic Chemistry, p. 1002, Benjamin Pub., (1965).
Buehler et al., Survey of Organic Synthesis, pp. 52 and 53, Wiley Interscience C. 5, (1970).
March, Advanced Organic Chemistry, Second Edition, pp. 108-111, 514 and 515, McGraw--Hill, 1977.
Cushman et al., The Journal of Organic Chemistry, vol. 37, No. 8, pp. 1268-1271, Apr. 21, 1972.
Norrin et al., Chemical Abstracts, vol. 93, No. 13, Item No. 132,669e, Sep. 29, 1980.

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