Process for preparing cotarnine

Details Process for preparing cotarnine Process for preparing cotarnine

1989-02-07

1990-10-16

Rotman, Alan L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

514291, C07D491056

Patent

active

049636847

ABSTRACT:
A process for preparing cotarnine is provided which comprises oxidizing the amino group of a tetrahydroisoquinoline compound represented by the following formula (I): ##STR1## to convert said compound into a dihydroisoquinolinium salt represented by the following formula (II): ##STR2## wherein A.sup.- represents an anion, and then hydrolyzing said dihydroisoquinolinium salt.

REFERENCES:
Journal of the Chemical Society, Perkin Transactions I, 1974, pp. 1911-1920; A. H. Jackson et al.: "Phenol Oxidation. Part III. Synthesis of the Benzylisoquinoline Alkaloid Cularine", *p. 1912, left-hand column, lines 34-42; p. 1912, right-hand column, formulae 8,9.*
M. Shamma: "The Isoquinoline Alkaloids", 1972, chapter 19, pp. 359-362, Academic Press, New York, U.S., *Chapter 19, pp. 360-362; in particular p. 361, scheme II.*

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