Patent SG-11201407662W-A (SG)
Title: Process for the preparation of treprostinil and derivatives thereof
Inventor: JAIN NARESHKUMAR F
IPC: C12P41/00
Filed: 2013-05-22
Abstract: (12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau „ (10) International Publication Number (43) International Publication Date WO 701 ^/174S4S A? 28 November 2013 (28.11.2013) WIPO I PCT (51) International Patent Classification: C07C 67/29 (2006.01) C07C 47/565 (2006.01) C07C 69/18 (2006.01) C07C 47/575 (2006.01) C07F 7/18 (2006.01) C07C 51/377 (2006.01) C12P 41/00 (2006.01) C07C 59/72 (2006.01) (21) International Application Number: (22) International Filing Date: (25) Filing Language: (26) Publication Language: PCT/EP2013/060472 22 May 2013 (22.05.2013) English English (30) Priority Data: 61/650,836 12172191.4 23 May 2012 (23.05.2012) US 15 June 2012 (15.06.2012) EP (71) Applicant: SCIPHARM SARL [LU/LU]; 33, rue Hiehl, L-6131 Junglinster (LU). (72) Inventors: JAIN, Nareshkumar F.; The Chemistry Re­ search Solution LLC, 360 George Patterson Blvd., Suite 108, PA, Bristol, Pennsylvania 19007 (US). KIRKUP, Michael P.; The Chemistry Research Solution LLC, 360 George Patterson Blvd., Suite 108, PA, Bristol, PA 19007 (US). MARELLA, Michael A.; The Chemistry Research Solution LLC, 360 George Patterson Blvd., Suite 108, PA, Bristol, PA 19007 (US). GHONE, Sanjeevani, A.; The Chemistry Research Solution LLC, 360 George Patterson Blvd., Suite 108, PA, Bristol, PA 19007 (US). (74) Agents: GASSNER, Birgitta et al.; REDL Life Science Patent Attorneys, Donau-City-StraBe 1, A-1220 Vienna (AT). (81) Designated States (unless otherwise indicated, for every kind of national protection available)'. AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (84) Designated States (unless otherwise indicated, for every kind of regional protection available)'. ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, SZ, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, ML, MR, NE, SN, TD, TG). Published: — without international search report and to be republished upon receipt of that report (Rule 48.2(g)) CJ 00 •t 00 •t l> i-H o CJ (54) Title: IMPROVED PROCESS FOR THE PREPARATION OF TREPROSTINIL AND DERIVATIVES THEREOF (57) Abstract: An improved 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 im­ provement of the described method over prior methods is the regioselective Claisen rearrangement of a 5-allyloxy-benzaldehyde pre­ cursor, which is facilitated by a bromo substituent in 2-position.