Process to produce a protease inhibitor

Details Process to produce a protease inhibitor Process to produce a protease inhibitor

1998-12-17

2000-06-20

Owens, Amelia

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D30930

Patent

active

060779632

ABSTRACT:
Disclosed is a novel process and novel intermediates to prepare [R-(R*,R*)]-N-[3-[1-[5,6-dihydro-4-hydroxy-2-oxo-6-(2-phenylethyl)-6-propy l-2H-pyran-3-yl]propyl]phenyl]-5-(trifluoromethyl)-2-pyridinesulfonamide (XIX) ##STR1## which is a protease inhibitor useful in treating humans infected with the HIV virus.

REFERENCES:
S. Thaisrivongs, et al.: Journal of Medicinal Chemistry, vol. 39, No. 23, 1996, pp. 4630-4642, XP002088571, "Structure-Based Design of HIV Protease Inhibitors: 5,6-Dihydro-4-hydroxy-2-pyrones as Effective, Nonpeptidic Inhibitors".
Hanno Wild, Bayer AG, Chemistry Science Laboratories Pharma,--Tetrahedron Letters, vol. 34, No. 2, pp. 285-288 (1993)--Are 6-Acylamino Oxapenems Stable Compounds?.
TM Judge, et al.--"Asymmetric Syntheses and Absolute Stereochemistry of 5,6-Dihydro-a-pyrones, A New Class of Potent HIV Protease Inhibitors"--J. Am. Chem. Soc. 1997, vol. 119, No. 15, 3627-3628.
S. Thaisrivongs, et al.: "Structure-Based Design of HIV Protease Inhibitors: Sulfonamide-Containing 5,6-Dihydro-4-hydroxy-2-pyrones as Non-Peptidic Inhibitors"--Journal of Medicinal Chemistry, vol. 39, No. 22, Oct. 25, 1996.
CA 124 : 232245, 1996.
CA 126 : 18744, 1996.

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