METHOD FOR PREPARING OXAZOLINES FROM TETRAHYDROFURANS AND METHOD FOR PREPARING NELFINAVIR Russian patent published in 2004 - IPC

FIELD: organic chemistry, chemical technology, biochemistry, pharmacy.

SUBSTANCE: invention relates to effective and economy methods for preparing intermediate compounds used for synthesis of inhibitors of HIV-protease that are related to nelfinavir-mesylate and comprising nelfinavir-mesylate. Invention relates to a method for preparing oxazoline wherein substitute R_b represents hydrogen atom, -COR(3), -SO₂R(2) or suitable hydroxyl-protecting group; substitute R_C represents hydrogen atom, -COR(3) or -SO₂R(2) wherein R(1), R(2) and R(3) represent independently of one another substituted or unsubstituted alkyl, aryl, cycloalkyl, heterocycloalkyl or heteroaryl group:

from tetrahydrofuran wherein substitute R_a represents -COR(1); substitute R_b represents hydrogen atom, -COR(3), -SO₂R(2) or suitable hydroxyl-protecting group:

. Method involves treatment of tetrahydrofuran with oxophilic electrophilic reagent by method that gives oxazoline effectively. Also, invention describes preparing key reactive intermediate compounds used for synthesis of nelfinavir.

EFFECT: improved preparing method.

30 cl, 5 ex