JP7430297B2 - Ｎ－アルキルアミノ酸、およびｎ－アルキルアミノ酸を含むペプチドの製造方法 - Google Patents

Ｎ－アルキルアミノ酸、およびｎ－アルキルアミノ酸を含むペプチドの製造方法 Download PDF

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JP7430297B2
JP7430297B2 JP2023568520A JP2023568520A JP7430297B2 JP 7430297 B2 JP7430297 B2 JP 7430297B2 JP 2023568520 A JP2023568520 A JP 2023568520A JP 2023568520 A JP2023568520 A JP 2023568520A JP 7430297 B2 JP7430297 B2 JP 7430297B2
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ester
peptide
group
amino acid
mmol
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JPWO2023127869A1 (https=
JPWO2023127869A5 (https=
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志央 小宮
増▲華▼ 侯
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Chugai Pharmaceutical Co Ltd
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Chugai Pharmaceutical Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/64—Cyclic peptides containing only normal peptide links
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
    • A61K38/12—Cyclic peptides, e.g. bacitracins; Polymyxins; Gramicidins S, C; Tyrocidins A, B or C
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B61/00—Other general methods
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
    • C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/02—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length in solution
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/06—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents
    • C07K1/061—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups
    • C07K1/062—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length using protecting groups or activating agents using protecting groups for alpha- or omega-carboxy functions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K7/00—Peptides having 5 to 20 amino acids in a fully defined sequence; Derivatives thereof
    • C07K7/50—Cyclic peptides containing at least one abnormal peptide link
    • C07K7/54—Cyclic peptides containing at least one abnormal peptide link with at least one abnormal peptide link in the ring
    • C07K7/56—Cyclic peptides containing at least one abnormal peptide link with at least one abnormal peptide link in the ring the cyclisation not occurring through 2,4-diamino-butanoic acid
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biochemistry (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Analytical Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • Epidemiology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
JP2023568520A 2021-12-28 2022-12-27 Ｎ－アルキルアミノ酸、およびｎ－アルキルアミノ酸を含むペプチドの製造方法 Active JP7430297B2 (ja)

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JP2024011686A JP2024052694A (ja) 2021-12-28 2024-01-30 Ｎ－アルキルアミノ酸、およびｎ－アルキルアミノ酸を含むペプチドの製造方法

Applications Claiming Priority (5)

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JP2021214900 2021-12-28
JP2021214900 2021-12-28
JP2022168608 2022-10-20
JP2022168608 2022-10-20
PCT/JP2022/048135 WO2023127869A1 (ja) 2021-12-28 2022-12-27 Ｎ－アルキルアミノ酸、およびｎ－アルキルアミノ酸を含むペプチドの製造方法

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JPWO2023127869A1 JPWO2023127869A1 (https=) 2023-07-06
JPWO2023127869A5 JPWO2023127869A5 (https=) 2024-01-19
JP7430297B2 true JP7430297B2 (ja) 2024-02-09

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JP2023568520A Active JP7430297B2 (ja) 2021-12-28 2022-12-27 Ｎ－アルキルアミノ酸、およびｎ－アルキルアミノ酸を含むペプチドの製造方法
JP2024011686A Pending JP2024052694A (ja) 2021-12-28 2024-01-30 Ｎ－アルキルアミノ酸、およびｎ－アルキルアミノ酸を含むペプチドの製造方法

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US (1) US20250197450A1 (https=)
EP (1) EP4414374A4 (https=)
JP (2) JP7430297B2 (https=)
KR (1) KR102844018B1 (https=)
AR (1) AR128119A1 (https=)
AU (1) AU2022428318A1 (https=)
CA (1) CA3237911A1 (https=)
IL (1) IL312468A (https=)
MX (1) MX2024008002A (https=)
TW (1) TW202342495A (https=)
WO (1) WO2023127869A1 (https=)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI787670B (zh) 2011-12-28 2022-12-21 日商中外製藥股份有限公司 具有環狀部之胜肽化合物及其醫藥組成物
WO2018225851A1 (ja) 2017-06-09 2018-12-13 中外製薬株式会社 Ｎ－置換アミノ酸を含むペプチドの合成方法
EP3878836B1 (en) 2018-11-07 2025-07-23 Chugai Seiyaku Kabushiki Kaisha O-substituted serine derivative production method
PE20221323A1 (es) 2019-11-07 2022-09-09 Chugai Pharmaceutical Co Ltd Compuesto de peptidos ciclicos que tiene accion inhibidora de kras
TW202309065A (zh) 2021-05-07 2023-03-01 日商中外製藥股份有限公司 包含n-取代胺基酸殘基之環狀化合物的製造方法
CA3256645A1 (en) 2022-05-06 2025-04-23 Chugai Seiyaku Kabushiki Kaisha CYCLIC COMPOUND HAVING A SELECTIVE KRAS INHIBITORY EFFECT ON HRAS AND NRAS
EP4596567A1 (en) 2022-11-01 2025-08-06 Chugai Seiyaku Kabushiki Kaisha Method for removing dibenzofulvene or dibenzofulvene derivative
JPWO2024143514A1 (https=) 2022-12-28 2024-07-04
WO2025070753A1 (ja) 2023-09-28 2025-04-03 中外製薬株式会社 混合酸無水物法を用いたペプチド化合物の製造方法
CN121889409A (zh) 2023-12-27 2026-04-17 中外制药株式会社 用于使用独立型缩合剂生产肽化合物的方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000015656A1 (en) 1998-09-10 2000-03-23 Holland Sweetener Company V.O.F. Process for the preparation of neotame
WO2021090855A1 (ja) 2019-11-07 2021-05-14 中外製薬株式会社 Ｋｒａｓ阻害作用を有する環状ペプチド化合物

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7232758B2 (ja) 2017-06-09 2023-03-06 中外製薬株式会社 膜透過性の高い環状ペプチド化合物、及びこれを含むライブラリ
WO2018225851A1 (ja) * 2017-06-09 2018-12-13 中外製薬株式会社 Ｎ－置換アミノ酸を含むペプチドの合成方法
JP7568510B2 (ja) * 2018-11-30 2024-10-16 中外製薬株式会社 ペプチド化合物、またはアミド化合物の脱保護法および固相反応における脱樹脂方法、並びにペプチド化合物の製造方法
WO2020122182A1 (ja) 2018-12-12 2020-06-18 中外製薬株式会社 分子内水素結合可能な官能基を有するアミノ酸とそれらのアミノ酸を含むペプチド化合物、およびそれらの製造方法
KR20210139366A (ko) 2019-03-15 2021-11-22 추가이 세이야쿠 가부시키가이샤 방향족 아미노산 유도체의 제조 방법

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000015656A1 (en) 1998-09-10 2000-03-23 Holland Sweetener Company V.O.F. Process for the preparation of neotame
WO2021090855A1 (ja) 2019-11-07 2021-05-14 中外製薬株式会社 Ｋｒａｓ阻害作用を有する環状ペプチド化合物

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
CHEN D. et al.，Selective N-terminal functionalization of native peptides and proteins，Chem. Sci.，2017年，Vol.8，pp.2717-2722
HAN Y. et al.，A Novel, One-Pot Reductive Alkylation of Amines by S-Ethyl Thioesters Mediated by Triethylsilane and Sodium Triacetoxyborohydride in the Presence of Palladium on Carbon，J. Org. Chem.，1999年，Vol.64，pp.1972-1978
IKAWA T. et al.，Selective N-alkylation of amines using nitriles under hydrogenation conditions: facile synthesis of secondary and tertiary amines，Org. Biomol. Chem.，2012年，Vol.10，pp.293-304
SAJIKI H. et al.，Reductive and Catalytic Monoalkylation of Primary Amines Using Nitriles as an Alkylating Reagent，ORGANIC LETTERS，2004年，Vol.6, No.26，pp.4977-4980

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Publication number Publication date
KR20240113971A (ko) 2024-07-23
EP4414374A1 (en) 2024-08-14
JPWO2023127869A1 (https=) 2023-07-06
IL312468A (en) 2024-06-01
WO2023127869A1 (ja) 2023-07-06
JP2024052694A (ja) 2024-04-11
AR128119A1 (es) 2024-03-27
EP4414374A4 (en) 2025-11-19
TW202342495A (zh) 2023-11-01
US20250197450A1 (en) 2025-06-19
CA3237911A1 (en) 2023-07-06
MX2024008002A (es) 2024-07-12
AU2022428318A1 (en) 2024-05-16
KR102844018B1 (ko) 2025-08-07

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