Method for producing an optically active tetrahydroquinoline

Details Method for producing an optically active tetrahydroquinoline Method for producing an optically active tetrahydroquinoline

2004-02-17

2009-10-13

Seaman, D. Margaret (Department: 1625)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C546S162000

Reexamination Certificate

active

07601842

ABSTRACT:
The present invention provides an industrially advantageous production method of optically active tetrahydroquinolines of formula (1),which comprises:1) a step of reacting a β-ketoester of formula (2) with an amine of formula (3) to produce an enaminoester of formula (4);2) a step of subjecting the enaminoester of formula (4) above obtained in 1) to asymmetric hydrogenation to produce an optically active β-amino acid derivative of formula (5);3) a step of amidating the optically active β-amino acid derivative (5) above obtained in 2) to produce an amide of formula (6);4) a step of alkoxycarbonylating the amide of formula (6) above obtained in 3) to produce a compound of formula (7); and5) a step of subjecting the compound of formula (7) above to cyclization to produce the optically active tetrahydroquinoline of formula (1).

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