Process for producing optically active amides

Details Process for producing optically active amides Process for producing optically active amides

1998-02-03

1999-11-30

Mach, D. Margaret M.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D49100, C07D49112

Patent

active

059945451

ABSTRACT:
The present invention provides a process for producing decahydro(4as, 8aS)isoquinoline-3(S)-carboxamides which are useful as intermediates of Saquinavir (EP 432694). Saquinavir is an anti-AIDS agent. The comprises reacting tetrahydroisoquinoline-3(S)-carboxylic acid with at least one of phosgene, phosgene dimer and triphosgene to form N-carboxy anhydride (NCA), then reacting NCA with an amine to produce a tetrahydroisoquinoline-3(S)-carboxamide derivative, and further reducing this derivative in the presence of a metal catalyst.

REFERENCES:
patent: 5587481 (1996-12-01), Allen
Chemical Abstracts 136:144124, abstract of Allen, US Patent #5,587,481, 1996.
Chemical Abstracts 114:185380, abstract of Weir, Chem Chron, 18(1), pp. 3-17, 1989.

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