SG11201900991UA - Synthesis of (s)-2-amino-4-methyl-1-((r)-2-methyloxirane-2-yl)-pentan-1-one and pharmaceutically acceptable salts thereof - Google Patents

Synthesis of (s)-2-amino-4-methyl-1-((r)-2-methyloxirane-2-yl)-pentan-1-one and pharmaceutically acceptable salts thereof

Info

Publication number
SG11201900991UA
SG11201900991UA SG11201900991UA SG11201900991UA SG11201900991UA SG 11201900991U A SG11201900991U A SG 11201900991UA SG 11201900991U A SG11201900991U A SG 11201900991UA SG 11201900991U A SG11201900991U A SG 11201900991UA SG 11201900991U A SG11201900991U A SG 11201900991UA
Authority
SG
Singapore
Prior art keywords
international
synthesis
acceptable salts
california
pct
Prior art date
Application number
SG11201900991UA
Inventor
Matt Beaver
Sheng Cui
Xianqing Shi
Original Assignee
Amgen Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Amgen Inc filed Critical Amgen Inc
Publication of SG11201900991UA publication Critical patent/SG11201900991UA/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/36Compounds containing oxirane rings with hydrocarbon radicals, substituted by nitrogen atoms
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/1616Coordination complexes, e.g. organometallic complexes, immobilised on an inorganic support, e.g. ship-in-a-bottle type catalysts
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D301/00Preparation of oxiranes
    • C07D301/02Synthesis of the oxirane ring
    • C07D301/03Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/12Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/70Complexes comprising metals of Group VII (VIIB) as the central metal
    • B01J2531/72Manganese

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epoxy Compounds (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (43) International Publication Date 08 February 2018 (08.02.2018) WIP0 I PCT omit VIII °nolo III 1101 X1101101 OH Imo oimIE (10) International Publication Number WO 2018/027021 Al (51) International Patent Classification: C07D 303/36 (2006.01) CO1G 45/00 (2006.01) (21) International Application Number: PCT/US2017/045274 (22) International Filing Date: 03 August 2017 (03.08.2017) (25) Filing Language: English (26) Publication Language: English (30) Priority Data: 62/371,686 05 August 2016 (05.08.2016) US 62/536,862 25 July 2017 (25.07.2017) US (71) Applicant: AMGEN INC. [US/US]; One Amgen Center Dr., Thousand Oaks, California 91320 (US). (72) Inventors: BEAVER, Matt; 50 Park Avenue, Natick, Massachusetts 01760 (US). CUI, Sheng; 391 Lincoln Street, Lexington, Massachusetts 02421 (US). SHI, Xian- ging; 477 Fallbrook Avenue, Newbury Park, California 91320 (US). (74) Agent: REDDY, G. Prabhakar; One Amgen Center Dr., Thousand Oaks, California 91320 (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)) Published: — with international search report (Art. 21(3)) (54) Title: SYNTHESIS OF (S)-2-AMINO-4-METHYL-14(R)-2-METHYLOXIRANE-2-YL)-PENTAN-1-ONE AND PHARMA- CEUTICALLY ACCEPTABLE SALTS THEREOF W O 20 18/0 27 0 21 Al (57) : The present invention provides new methods for preparing compound (5), and pharmaceutically acceptable salts thereof, of structure. Compound (5), or a phar- maceutically acceptable salt thereof, is an important intermediate in the synthesis of carfilzomib. The invention further provides methods of making a useful manganese cat- alyst that may be used in the epoxidation step of the present invention. 5
SG11201900991UA 2016-08-05 2017-08-03 Synthesis of (s)-2-amino-4-methyl-1-((r)-2-methyloxirane-2-yl)-pentan-1-one and pharmaceutically acceptable salts thereof SG11201900991UA (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201662371686P 2016-08-05 2016-08-05
US201762536862P 2017-07-25 2017-07-25
PCT/US2017/045274 WO2018027021A1 (en) 2016-08-05 2017-08-03 Synthesis of (s)-2-amino-4-methyl-1-((r)-2-methyloxirane-2-yl)-pentan-1-one and pharmaceutically acceptable salts thereof

Publications (1)

Publication Number Publication Date
SG11201900991UA true SG11201900991UA (en) 2019-03-28

Family

ID=59593230

Family Applications (2)

Application Number Title Priority Date Filing Date
SG11201900991UA SG11201900991UA (en) 2016-08-05 2017-08-03 Synthesis of (s)-2-amino-4-methyl-1-((r)-2-methyloxirane-2-yl)-pentan-1-one and pharmaceutically acceptable salts thereof
SG10201912268UA SG10201912268UA (en) 2016-08-05 2017-08-03 Synthesis of (s)-2-amino-4-methyl-1-((r)-2-methyloxirane-2-yl)-pentan-1-one and pharmaceutically acceptable salts thereof

Family Applications After (1)

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SG10201912268UA SG10201912268UA (en) 2016-08-05 2017-08-03 Synthesis of (s)-2-amino-4-methyl-1-((r)-2-methyloxirane-2-yl)-pentan-1-one and pharmaceutically acceptable salts thereof

Country Status (30)

Country Link
US (1) US11708341B2 (en)
EP (1) EP3494108B1 (en)
JP (1) JP7229912B2 (en)
KR (1) KR102482663B1 (en)
CN (1) CN109641863B (en)
AU (1) AU2017306546B2 (en)
BR (1) BR112019002191A2 (en)
CA (1) CA3032963A1 (en)
CL (1) CL2019000294A1 (en)
CO (1) CO2019001139A2 (en)
CR (1) CR20190113A (en)
CY (1) CY1124363T1 (en)
DK (1) DK3494108T3 (en)
ES (1) ES2842575T3 (en)
HU (1) HUE051980T2 (en)
IL (1) IL264549B (en)
JO (1) JOP20190016B1 (en)
LT (1) LT3494108T (en)
MX (1) MX2019001459A (en)
PE (1) PE20190404A1 (en)
PH (1) PH12019500232A1 (en)
PL (1) PL3494108T3 (en)
PT (1) PT3494108T (en)
SA (1) SA519401022B1 (en)
SG (2) SG11201900991UA (en)
SI (1) SI3494108T1 (en)
TN (1) TN2019000028A1 (en)
UA (1) UA125648C2 (en)
WO (1) WO2018027021A1 (en)
ZA (1) ZA201900717B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114195741A (en) * 2021-12-28 2022-03-18 南京格亚医药科技有限公司 Preparation method of carfilzomib key intermediate isomer

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7232818B2 (en) 2004-04-15 2007-06-19 Proteolix, Inc. Compounds for enzyme inhibition
WO2005111009A2 (en) 2004-05-10 2005-11-24 Proteolix, Inc. Synthesis of amino acid keto-epoxides
JP2006028154A (en) 2004-06-14 2006-02-02 Sumitomo Chemical Co Ltd Method for producing optically active compound
DK1819353T3 (en) 2004-12-07 2011-05-16 Proteolix Inc Composition for proteasome inhibition
KR20150131405A (en) 2007-10-04 2015-11-24 오닉스 세라퓨틱스, 인크. Crystalline peptide epoxy ketone protease inhibitors and the synthesis of amino acid keto-epoxides
EP2349313A4 (en) 2008-10-21 2012-08-29 Onyx Therapeutics Inc Combination therapy with peptide epoxyketones
AR087863A1 (en) 2012-05-08 2014-04-23 Onyx Therapeutics Inc PROCEDURES FOR THE FORMATION OF CYCLODEXTRINE COMPLEXES TO FORMULATE INHIBITORS OF THE PEPTIDIC PROTEASOME
US20140105921A1 (en) 2012-07-09 2014-04-17 Onyx Therapeutics, Inc. Prodrugs of Peptide Epoxy Ketone Protease Inhibitors
AU2013292636A1 (en) 2012-07-18 2015-02-05 Onyx Therapeutics, Inc. Liposomal compositions of epoxyketone-based proteasome inhibitors
DE102013104003B3 (en) 2013-04-19 2014-03-13 Glatt Systemtechnik Gmbh Device for introducing a defined amount of a second powder into a process container
CN104230857A (en) 2014-08-19 2014-12-24 上海皓元生物医药科技有限公司 Preparation method of intermediate compounds of carfilzomib and intermediate compounds

Also Published As

Publication number Publication date
CN109641863B (en) 2023-10-20
MX2019001459A (en) 2019-06-20
PL3494108T3 (en) 2021-04-19
CO2019001139A2 (en) 2019-02-19
PH12019500232A1 (en) 2019-10-21
SG10201912268UA (en) 2020-02-27
US11708341B2 (en) 2023-07-25
ZA201900717B (en) 2023-06-28
JP2019525945A (en) 2019-09-12
DK3494108T3 (en) 2021-01-11
SA519401022B1 (en) 2024-01-14
WO2018027021A1 (en) 2018-02-08
KR102482663B1 (en) 2022-12-29
KR20190039184A (en) 2019-04-10
UA125648C2 (en) 2022-05-11
CL2019000294A1 (en) 2019-05-03
EP3494108B1 (en) 2020-10-28
SI3494108T1 (en) 2021-02-26
LT3494108T (en) 2021-01-25
IL264549B (en) 2022-02-01
JOP20190016B1 (en) 2023-03-28
EP3494108A1 (en) 2019-06-12
CY1124363T1 (en) 2022-07-22
PT3494108T (en) 2021-01-05
AU2017306546B2 (en) 2021-10-21
AU2017306546A1 (en) 2019-02-21
CA3032963A1 (en) 2018-02-08
ES2842575T3 (en) 2021-07-14
US20210284617A1 (en) 2021-09-16
JOP20190016A1 (en) 2019-02-04
JP7229912B2 (en) 2023-02-28
CN109641863A (en) 2019-04-16
PE20190404A1 (en) 2019-03-13
CR20190113A (en) 2019-04-25
BR112019002191A2 (en) 2019-05-21
TN2019000028A1 (en) 2020-07-15
HUE051980T2 (en) 2021-04-28

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