Title of Invention | "IMPROVED PROCESS FOR THE SYNTHESIS OF HIV PROTEASE INHIBITORS" |
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Abstract | The field of the present invention is processes for the synthesis of HIV protease inhibitors. The problem to be solved by the present invention is to provide a route for the synthesis of (3S)-tetrahydro-3 furyl N-[(1S,2R)-3-(4-amino-N-isobutylbenzenesulphonamido)-1 benzyl-2-hydroxypropyl] carbamate in high yields at a reasonable speed and at low cost with minimum waste materials and in a manner that is of minimum impact to the environment in terms of disposing of waste-materials and energy consumption. The present invention provides improved process for the synthesis of (3S)-tetrahydro-3 furyl N-[(1S,2R)-3-(4-amino-N-isobutylbenzenesulphonamido)-1 benzyl-2-hydroxypropyl] carbamate comprising four steps from the compound of formula A) comprising: (i) reacting a p-nitrophenylsulfonyl halide with a compound of formula (A) in which P is an amine-protecting group, such as herein described (ii) deprotecting the resultant compound of step i); (iii) reacting the resultant compound of step (ii) with a tetrahydrofuryloxy carbonyl group; or reacting the resultant compound of step (ii) with phosgene, or equivalent, and reacting the resultant intermediate with (S)-tetrahydro-3furanol; and (iv) reducing the resultant compound of step iii) to form a compound of formula (l). |
Full Text |
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Patent Number | 210353 | ||||||||||||||||||||||||||||||
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Indian Patent Application Number | IN/PCT/2000/00299/KOL | ||||||||||||||||||||||||||||||
PG Journal Number | 40/2007 | ||||||||||||||||||||||||||||||
Publication Date | 05-Oct-2007 | ||||||||||||||||||||||||||||||
Grant Date | 03-Oct-2007 | ||||||||||||||||||||||||||||||
Date of Filing | 06-Sep-2000 | ||||||||||||||||||||||||||||||
Name of Patentee | GLAXO GROUP LIMITED | ||||||||||||||||||||||||||||||
Applicant Address | GLAXO WELLCOME HOUSE, BERKELEY AVENUE, GREENFORD, MIDDLESEX, UB6 ONN, GREAT BRITAIN | ||||||||||||||||||||||||||||||
Inventors:
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PCT International Classification Number | C07D 307/02 | ||||||||||||||||||||||||||||||
PCT International Application Number | PCTGB99/00852 | ||||||||||||||||||||||||||||||
PCT International Filing date | 1999-03-18 | ||||||||||||||||||||||||||||||
PCT Conventions:
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