Patent SG-11201811671X-A (SG)
Title: Prins reaction and intermediates useful in the synthesis of halichondrin macrolides and analogs thereof
Inventor: CHASE CHARLES
IPC: C07D321/00
Filed: 2017-06-30
Abstract: INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (43) International Publication Date 04 January 2018 (04.01.2018) W I PO I PCT °Ens OH oI0IIIIIIII110101001110l Hu oimIE (10) International Publication Number WO 2018/006031 Al (51) International Patent Classification: C07D 493/22 (2006.01) C07D 321/00 (2006.01) (21) International Application Number: PCT/US2017/040401 (22) International Filing Date: 30 June 2017 (30.06.2017) (25) Filing Language: English (26) Publication Language: English (30) Priority Data: 62/357,031 30 June 2016 (30.06.2016) US (71) Applicant: EISAI R&D MANAGEMENT CO., LTD. [JP/JP]; 6-10, Koishikawa 4-chome, Tokyo, 112-8088 (JP). (72) Inventors; and (71) Applicants (for US only): CHASE, Charles, E. [US/US]; 18 Devonshire Lane, Londonderry, NH 03053 (US). CHOI, Hyeong-Wook [KR/US]; 39 Juniper Road, Andover, MA 01810 (US). ENDO, Atsushi [JP/US]; One Devonshire Place #2603, Boston, MA 02109 (US). FANG, Francis, G. [US/US]; 16 Greybirch Road, Andover, MA 01810 (US). KIM, Dae-Shik [KR/US]; 79 Dascomb Road, Andover, MA 01810 (US). (74) Agent: MCDONALD, J., Cooper et al.; Clark & Elbing LLP, 101 Federal Street, 15th Floor, Boston, MA 02110 (US). (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, DJ, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IR, IS, JO, JP, KE, KG, KH, KN, KP, KR, KW, KZ, LA, LC, LK, LR, LS, 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, SA, 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, ST, 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, KM, ML, MR, NE, SN, TD, TG). Declarations under Rule 4.17: as to applicant's entitlement to apply for and be granted a patent (Rule 4.17(ii)) as to the applicant's entitlement to claim the priority of the earlier application (Rule 4.17(iii)) Published: with international search report (Art. 21(3)) (54) Title: PRINS REACTION AND INTERMEDIATES USEFUL IN THE SYNTHESIS OF HALICHONDRIN MACROLIDES AND ANALOGS THEREOF (57) : The invention provides methods for the synthesis of a halichondrin macrolides or analogs thereof through a cyclization reaction strategy. The strategy of the present invention involves subjecting an intermediate to Prins reaction conditions to afford a macrolide. The invention also provides compounds useful as intermediates in the synthesis of a halichondrin macrolides or analogs thereof and methods for preparing the same.