Novel process for the preparation of (3s)-tetrahydrofuran-3-yl (is, 2r)-3-[[(4-aminophenyl) sulfonyl] (isobutyl) amino]-1-benzyl-2-(phosphonooxy) propylcarbamate and its pharmaceutically acceptable salts
AssigneeMylan Laboratories Limited
InventorsSiva Rama Prasad Vellanki, Madhu Murthy Nadella, Rajendra Reddy Mulamalla, Siva Koteswara Rao Prathi, Ravathi Srinivas Rambhotla, Siva Reddy Arumalla, Debashish Datta
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Abstract
The present invention relates to a novel process for the preparation of Fosamprenavir or its pharmaceutically acceptable salts thereof by using novel intermediates.
Claims12
A process for the preparation of (3S)-tetrahydrofuran-3-yl(1S,2R)-3-[[(4-aminophenyl)sulfonyl](isobutyl)amino]-1-benzyl-2-(phosphonooxy) propylcarbamate (fosamprenavir) or its pharmaceutically acceptable salts thereof, comprising the steps of
- i) reacting the compound of formula II with 4-nitrophenylsulfonylchloride to give a compound of formula III
- ii) reacting the compound of formula III with a phosphorylating agent in the presence of a base and solvent to give a compound of formula IV
- iii) deprotecting the compound of formula IV to give a compound of formula V
- iv) reacting the compound of formula V with a compound of formula VI to give a compound of formula VII
- v) reducing the compound of formula VII to form (3S)-tetrahydrofuran-3-yl(1S,2R)-3-[[(4-aminophenyl)sulfonyl](isobutyl)amino]-1-benzyl-2-(phosphonooxy) propylcarbamate.
- vi) optionally converting the compound of formula VIII (Fosamprenavir) into its pharmaceutically acceptable salts.
A compound of the following formula or a salt thereof
(canceled)
A compound of the following formula or a salt thereof
A process for the preparation of Fosamprenavir calcium comprising the use of at least one compound selected from the following group as an intermediate:
- a) a compound of formula
- b) a compound of one of formulas
- c) a compound of formula
A compound of the following formula or a salt thereof
A compound of the following formula
Dependencies are inferred from the claim text.