SG11201908856PA - Stapled peptides - Google Patents

Abstract

INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (43) International Publication Date 27 September 2018 (27.09.2018) WIPO I PCT mu °million °noI0 010010IHUI0ll imio oimIE (10) International Publication Number WO 2018/174831 Al (51) International Patent Classification: C07K 1/04 (2006.01) (21) International Application Number: PCT/SG2018/050135 (22) International Filing Date: 26 March 2018 (26.03.2018) (25) Filing Language: English (26) Publication Language: English (30) Priority Data: 10201702441Q 24 March 2017 (24.03.2017) SG (71) Applicant: AGENCY FOR SCIENCE, TECHNOLO- GY AND RESEARCH [SG/SG]; 1 Fusionopolis Way, #20-10, Connexis North Tower, Singapore 138632 (SG). (72) Inventors: YUEN, Tsz Ying; c/o Institute of Chemical and Engineering Sciences, 1 Pesek Road, Jurong Island, Sin- gapore 627833 (SG). JOHANNES, Charles William; c/ o Institute of Chemical and Engineering Sciences, 1 Pe- sek Road, Jurong Island, Singapore 627833 (SG). FER- RER GAGO, Fernando Jose; c/o A*STAR Biomed- ical Sciences Institutes (p53 Lab), 8A Biomedical Grove, #06-04/05, Neuros/Immunos, Singapore 138648 (SG). (74) Agent: SPRUSON & FERGUSON (ASIA) PTE LTD; P.O. Box 1531, Robinson Road Post Office, Singapore 903031 (SG). (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: — of inventorship (Rule 4.17(iv)) Published: with international search report (Art. 21(3)) in black and white; the international application as filed contained color or greyscale and is available for download from PATENTSCOPE (54) Title: STAPLED PEPTIDES 1-1 1-1 GC N 71- 1-1 1-1 (57) : This invention relates to a process for producing a compound of Formula I, comprising : 1) performing a stereoselective N metathesis reaction on a compound of Formula II so as to form an intramolecular alkenyl chain, and 2) cleaving S from P 2 so as to en. ) produce a compound of Formula I. A product containing an (Z)- or (E)-olefm isomer stabilised in an a-helical conformation is obtained by the said process.