Preparation of chemical compounds
OwnerMichael Martin, John Roberts +1inventors
InventorsMichael Martin, John Roberts, Jennifer Toczko
Life of this patent
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Abstract
The present invention is directed to processes for the preparation of N-(3R, 3aS, 6aR)-hexahydrofuro[2,3-b]furan-3-yl-oxycarbonyl-, (4S,5R)-4-[4-(2-methylthiazolo-4-methyloxy)-benzyl]-5-i-butyl-[(3,4-methylenedioxyphenyl)sulfonyl]-aminomethyl-2,2-dimethyl-oxazolidine.
Claims22
A process for the preparation of a compound of formula (I)
- comprising:
- (a) treating a compound of formula (II)
- with excess isobutylamine in an alcohol-containing solvent to form a compound of formula (III)
- (b) treating a compound of formula (III) with a compound of formula (IV)
- in the presence of an aqueous base to form a compound of formula (V)
- (c) deprotecting a compound of formula (V) to form a compound of formula (VI)
- (d) coupling a compound of formula (VI) with a compound of formula (VII)
- to yield a compound of formula (I).
A process for the preparation of a compound of formula (I)
- comprising:
- (a) treating a compound of formula (II)
- with excess isobutylamine in an alcohol-containing solvent to form a compound of formula (III);
- (b) treating a compound of formula (III) with a compound of formula (IV)
- in the presence of an aqueous base to form a compound of formula (V)
- (c) deprotecting a compound of formula (V) and coupling with a compound of formula (VII)
- to form a compound of formula (I).
A process for the preparation of a compound of formula (I)
- comprising:
- (a) treating a compound of formula (II)
- with excess isobutylamine in an alcohol-containing solvent to form a compound of formula (III)
- (b) treating a compound of formula (III) with a compound of formula (IV)
- in the presence of an aqueous base to form a compound of formula (V)>
- (c) deprotecting a compound of formula (V) to form a compound of formula (VI)
- (d) coupling a compound of formula (VI) with a compound of formula (VI)
- to yield a compound of formula (I).
A process for the preparation of a compound of formula (I)
- comprising:
- (a) treating a compound of formula (II)
- with excess isobutylamine in an alcohol-containing solvent to form a compound of formula (III)
- (b) treating a compound of formula (III) with a compound of formula (IV)
- in the presence of an aqueous base to form a compound of formula (V)
- (c) deprotecting a compound of formula (V) and coupling with a compound of formula (VIII)
- to form a compound of formula (I).
A process for the preparation of a compound of formula (I)
- comprising:
- (a) treating a compound of formula (II)
- with excess isobutylamine in an alcohol-containing solvent to form a compound of formula (III)
- (b) treating a compound of formula (III) with a compound of formula (IV)
- in the presence of an aqueous base to form a compound of formula (V)
- (c) deprotecting a compound of formula (V) to form a compound of formula (VI)
- (d) coupling a compound of formula (VI) with a compound of formula (IX)
- to yield a compound of formula (I).
A process for the preparation of a compound of formula (I)
- comprising:
- (a) treating a compound of formula (II)
- with excess isobutylamine in an alcohol-containing solvent to form a compound of formula (III)
- (b) treating a compound of formula (III) with a compound of formula (IV)
- in the presence of an aqueous base to form a compound of formula (V)
- (c) deprotecting a compound of formula (V) and coupling with a compound of formula (IX)
- to form a compound of formula (I).
A process for the preparation of (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl 4-nitrophenyl carbonate of the formula
- comprising reacting (3S,3aR,6aS)-hexahydrofuro[2,3-b]furan-3-ol) of the formula
- with 4-nitrophenyl chloroformate in a suitable solvent to form (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl 4-nitrophenyl carbonate.
A compound of formula (VIII)
A compound of formula (IX)
A process for the preparation of a compound of formula (I)
- comprising:
- (a) treating a compound of formula (II)
- with excess isobutylamine in an alcohol-containing solvent to form a compound of formula (III)
- (b) treating a compound of formula (III) with a compound of formula (IV)
- in the presence of non-aqueous base to form a compound of formula (V)
- (c) deprotecting a compound of formula (V) to form a compound of formula (VI)
- (d) coupling a compound of formula (VI) with a compound of formula (IX)
- to yield a compound of formula (I).
A process for the preparation of a compound of formula (I)
- comprising:
- (a) treating a compound of formula (II)
- with excess isobutylamine in an alcohol-containing solvent to form a compound of formula (III)
- (b) treating a compound of formula (III) with a compound of formula (IV)
- in the presence of a non-aqueous base to form a compound of formula (V)
- (c) deprotecting a compound of formula (V) to form a compound of formula (VI)
- (d) coupling a compound of formula (VI) with a compound of formula (VII)
- to yield a compound of formula (I).
Dependencies are inferred from the claim text.