Process for the manufacture of (2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-(((4ar,10ar)-7-hydroxy-1-propyl-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-6-yl)oxy)tetrahydro-2h-pyran-2-carboxylic acid
AssigneeH. Lundbeck A/S
InventorsMartin Juhl, Frans Dennis Therkelsen, Tobias Gylling Frihed
Life of this patent
Estimating the term…
Abstract
The present invention relates to a process for manufacturing (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(((4aR,10aR)-7-hydroxy-1-propyl-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinolin-6-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid with the formula (Id) below and salts thereof The compound of formula (Id) is a prodrug of a catecholamine for use in treatment of neurodegenerative diseases and disorders such as Parkinson's Disease. The invention also relates to new intermediates of said process.
Claims19
A process for the preparation of compound (Id) with the formula below
- from compound (I) with the formula below
- comprising the following step
- reacting compound (I), or a salt thereof, with benzyl halogenide to obtain compound (A2) according to the reaction scheme below
- wherein X is selected from the group consisting of Cl, Br and I.
A compound of formula (A2) below:
- or a salt thereof.
A compound of formula A3 below:
- or a salt thereof.
A compound of formula (A4) below:
- or a salt thereof.
A process for the preparation of compound (Id) with the formula below
- from compound (I) with the formula below
- comprising the following step
- reacting compound (A4) with alkali-hydroxide to obtain (A5-Y) according to the reaction scheme below
- wherein Y is selected from Li, Na and K.
A compound of formula A5 below:
- or a salt thereof.
(canceled)
Dependencies are inferred from the claim text.