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Title:
PROCESS FOR THE PREPARATION OF TREPROSTINIL AND DERIVATIVES THEREOF
Document Type and Number:
WIPO Patent Application WO/2013/174848
Kind Code:
A3
Abstract:
A method for the preparation of treprostinil and its derivatives is described. In contrast to prior art, this method utilizes an easily scalable enzymatic resolution of a key intermediate for making these compounds. Another significant improvement of the described method over prior methods is the regioselective Claisen rearrangement of a 5-allyloxy-benzaldehyde precursor, which is facilitated by a bromo substituent in 2-position.

Inventors:
JAIN NARESHKUMAR F (US)
KIRKUP MICHAEL P (US)
MARELLA MICHAEL A (US)
GHONE SANJEEVANI A (US)
Application Number:
EP2013/060472
Publication Date:
June 26, 2014
Filing Date:
May 22, 2013
Export Citation:
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Assignee:
SCIPHARM S RL (LU)
International Classes:
C07C67/29; C07C47/565; C07C47/575; C07C51/377; C07C59/72; C07C69/18; C07F7/18; C12P41/00
Domestic Patent References:
WO2011153363A12011-12-08
WO2012009816A12012-01-26
Foreign References:
US6700025B22004-03-02
US20110118213A12011-05-19
US6242482B12001-06-05
Other References:
MORIARTY ROBERT M ET AL: "The Intramolecular Asymmetric Pauson-Khand Cyclization as a Novel and General Stereoselective route to Benzindene Prostacyclins: Synthesis of UT-15 (Treprostinil)", JOURNAL OF ORGANIC CHEMISTRY, ACS, US, vol. 69, no. 6, 1 January 2004 (2004-01-01), pages 1890 - 1902, XP002523983, ISSN: 0022-3263, [retrieved on 20040219], DOI: 10.1021/JO0347720
BRUCE ET AL: "Claisen rearrangement of meta-substituted allyl phenyl ethers", JOURNAL OF THE CHEMICAL SOCIETY, PERKIN TRANSACTIONS 1, CHEMICAL SOCIETY, LETCHWORTH; GB, vol. 10, 1 January 1981 (1981-01-01), pages 2677 - 2679, XP002198137, ISSN: 0300-922X, DOI: 10.1039/P19810002677
Attorney, Agent or Firm:
GASSNER, Birgitta et al. (Donau-City-Stra├če 1, Vienna, AT)
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