Verfahren zur Herstellung eines Stickoxidabgebenden Prostaglandinanalogs

Details

Veröffentlichungs-Nr.

EP3530649

Aktenzeichen

EP18157888

Anmeldetag

21. Februar 2018

Veröffentlichung

30. September 2020

Erteilung

30. September 2020

Rechtsraum

EP

IPC

C07C405/00C07C291/02

Abstract

The present invention relates to a process for preparing the Hexanoic acid, 6-(nitrooxy)-, (1S,2E)-3-[(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxo-2-hepten-1-yl]-3,5-dihydroxycyclopentyl]-1-(2-phenylethyl)-2-propen-1-yl ester of formula (I).In accordance with the present invention, the compound (I) can be efficiently prepared with high purity by coupling bimatoprost in a boronate protected form with 6-(nitrooxy)hexanoyl chloride and removing the boronate protecting group.The 6-(nitrooxy)hexanoyl chloride intermediate is prepared by ring-opening reaction of 2-caprolactone and subsequent nitration of the 6-hydroxyhexanoic acid potassium salt with a mixture of HNOand HSOin dichloromethane.

Anmelder

Firma

Nicox S.A.

Land

🇫🇷 Frankreich

Fachgebiete