Application Type
Patent
Application SubType
PCT National Phase
(10) Registration Number and Date
BNN20200062 22.05.2021
Status
Registered
(180) Expiration Date
(20) Filing Number and Date
BN N/2020/0062 12.02.2019
(40) Publication Number and Date
BN N/2020/0062
A
22.05.2021
(86) PCT Filing Number and Date
(87) PCT Publication Number and Date
(85) National Entry Date
(30) Priority Details
EP 18157888.1
21.02.2018
(71/73) Applicant
(72) Inventor
(EN) ALMIRANTE, Nicoletta
(74) Representative Name
(EN) M/S Marks & Clerk Singapore : C/O Ahmad Isa & Partners, Unit 404A-410A, 4th Floor, Wisma Jaya, Jalan Pemancha, Bandar Seri Begawan BS8811, Brunei Darussalam
(54) Title
(EN) PROCESS FOR THE PREPARATION OF A NITRIC OXIDE DONATING PROSTAGLANDIN ANALOGUE
(57) Abstract
(EN)
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 HNO3 and H2SO4 in dichloromethane.
(58) Citations