US 2012/0237770 A1 · NOVEL PROCESS FOR PREPARATION OF DARUNAVIR AND DARUNAVIR ETHANOLATE OF FINE PARTICLE SIZE

Abstract

The present invention provides a novel process for preparation of darunavir that involves reduction of [(1S,2R)-3-[[(4-nitrophenyl)sulfonyl](2-methylpropyl)amino]-2-hydroxy -1-(phenylmethyl)propyl]carbamic acid (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ester, of formula (5). The present invention also provides darunavir ethanolate of particle size wherein d0.9 is less than 130 μm, d0.5 is less than 30 μm, d0.1 is less than 10 μm and process for its preparation.

Claims23

Dependent claims

A process for preparation of darunavir of formula (1)

comprising the steps of:
(i) condensation of the amino compound of formula (4)
with furanyl derivative of formula (3)
where R=succinimidyl, p-nitrophenyl, imidazolyl, phenyl, chloro or the like, to obtain nitro compound of formula (5);
(ii) reduction of nitro compound of formula (5) to obtain darunavir (1);
and
(iii) optionally converting darunavir (1) to darunavir ethanolate.

4 more elements

Dependencies are inferred from the claim text.

Novel process for preparation of darunavir and darunavir ethanolate of fine particle size

Life of this patent

Novel process for preparation of darunavir and darunavir ethanolate of fine particle size

Life of this patent

Abstract

Claims23