Title:
一酸化窒素を供与するプロスタグランジン類似体の製造方法
Document Type and Number:
Japanese Patent JP7365349
Kind Code:
B2
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 HNO3 and H2SO4 in dichloromethane.
Inventors:
Almirante, Nicoletta
Application Number:
JP2020544224A
Publication Date:
October 19, 2023
Filing Date:
February 12, 2019
Export Citation:
Assignee:
Nikox S.A.
International Classes:
C07C405/00; C07D327/10
Domestic Patent References:
| JP2011519910A | ||||
| JP2015227317A |
Foreign References:
| WO2016155906A1 |
Other References:
Investigative Ophthalmology & Visual Science,2015年,56(11),6558-64
European Polymer Journal,1990年,26(8),831-6
丹一夫 et al,ε-カプロラクトンの異性化反応について,北海道大學工學部研究報告,1974年,70,115-9
吉村壽次 他 編,化学辞典,第2版,森北出版株式会社,2009年12月,硝酸エステルの項目
European Polymer Journal,1990年,26(8),831-6
丹一夫 et al,ε-カプロラクトンの異性化反応について,北海道大學工學部研究報告,1974年,70,115-9
吉村壽次 他 編,化学辞典,第2版,森北出版株式会社,2009年12月,硝酸エステルの項目
Attorney, Agent or Firm:
Patent Attorney Corporation Tsukuni