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HRP20240307T3 - Sinteza spojeva estera borne kiseline i kiseline - Google Patents

Sinteza spojeva estera borne kiseline i kiseline

Info

Publication number
HRP20240307T3
HRP20240307T3 HRP20240307TT HRP20240307T HRP20240307T3 HR P20240307 T3 HRP20240307 T3 HR P20240307T3 HR P20240307T T HRP20240307T T HR P20240307TT HR P20240307 T HRP20240307 T HR P20240307T HR P20240307 T3 HRP20240307 T3 HR P20240307T3
Authority
HR
Croatia
Prior art keywords
compound
formula
xiv
boric acid
optionally
Prior art date
Application number
HRP20240307TT
Other languages
English (en)
Inventor
Fraser I. Pickersgill
John Bishop
Young Lo
Fang-Ting Chui
Vithalanand R. Kulkarni
Original Assignee
Millennium Pharmaceuticals, 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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=34968044&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=HRP20240307(T3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Millennium Pharmaceuticals, Inc. filed Critical Millennium Pharmaceuticals, Inc.
Publication of HRP20240307T3 publication Critical patent/HRP20240307T3/hr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C07F5/04—Esters of boric acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • C07F5/025—Boronic and borinic acid compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • C07F5/02—Boron compounds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Immunology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • Virology (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • AIDS & HIV (AREA)
  • Transplantation (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Claims (7)

1. Postupak za dobivanje spoja formule (XIV) ili njegovog anhidrida borne kiseline: [image] naznačen time što se sastoji od koraka: (A) spajanje adicijske soli trifluoroctene kiseline spoja formule (XVIII): [image] sa spojem formule (XIXa): [image] pri čemu dio -C(O)X je O-(N-hidroksisukcinimid)ester stvoren in situ dovođenjem u kontakt N-(2-pirazinkarbonil)-L-fenilalanina s dicikloheksilkarbodiimidom i N-hidroksisukcinimidom, da se dobije spoj formule (XXIII): [image] (B) uklanjanje zaštite s ostatka borne kiseline da se dobije spoj formule (XIV), ili njegov anhidrid borne kiseline.
2. Postupak prema zahtjevu 1, naznačen time što korak (A) spajanja uključuje: (i) dobivanje otopine (1R)-(S)-pinandiol 1-amonij trifluoroacetat-3-metilbutan-1-boronata i N-hidroksisukcinimida, nakon čega slijedi dodavanje dicikloheksilkarbodiimida da se dobije suspenzija; (ii) dobivanje otopine N-(2-pirazinkarbonil)-L-fenilalanina i dodavanje N-metilmorfolina u nju; (iii) dodavanje otopine dobivene u koraku (ii) u suspenziju dobivenu u koraku (i) i izborno podešavanje rezultirajuće suspenzije na pH 7 dodavanjem N-metilmorfolina.
3. Postupak prema bilo kojem prethodnom zahtjevu, naznačen time što se korak deprotekcije borne kiseline (B) provodi u prisutnosti akceptora organske borne kiseline (po izboru 2-metilpropanborne kiseline), nižeg alkanola (po izboru metanola), C5-8 ugljikovodičnog otapala (po izboru heksan), i vodenu mineralnu kiselinu (po izboru HCl).
4. Postupak prema bilo kojem od prethodnih zahtjeva, naznačen time što korak deprotekcije borne kiseline (B) uključuje korake: (i) osiguravanje dvofazne smjese koja sadrži spoj formule (XXIII), akceptor organske borne kiseline, niži alkanol, C5-8 ugljikovodično otapalo i vodenu mineralnu kiselinu; (ii) miješanje dvofazne smjese da se dobije spoj formule (XIV) na temperaturi od 15 do 25°C; (iii) odvajanje slojeva otapala; i (iv) ekstrakciju spoja formule (XIV), ili njegovog anhidrida borne kiseline, u organsko otapalo.
5. Postupak prema zahtjevu 4, naznačen time što korak (B)(iii) sadrži korake: (1) odvajanje slojeva otapala; (2) podešavanje vodenog sloja na bazični pH; (3) ispiranje vodenog sloja s organskim otapalom; i (4) podešavanje vodenog sloja na pH manji od 8.
6. Postupak prema zahtjevu 5, naznačen time što se u koraku (B)(iii)(4), vodeni sloj podešava na pH manji od 6.
7. Postupak prema zahtjevu 4, naznačen time što se u koraku (B)(iv), spoj formule (XIV), ili njegov anhidrid borne kiseline, ekstrahira u etil acetat, a spoj formule (XIV), ili borna kiselina njegov anhidrid, kristalizira se dodatkom tert-butilmetil etera.
HRP20240307TT 2004-03-30 2005-03-24 Sinteza spojeva estera borne kiseline i kiseline HRP20240307T3 (hr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US55753504P 2004-03-30 2004-03-30
EP21197526.3A EP4008721B1 (en) 2004-03-30 2005-03-24 Synthesis of boronic ester and acid compounds

Publications (1)

Publication Number Publication Date
HRP20240307T3 true HRP20240307T3 (hr) 2024-05-10

Family

ID=34968044

Family Applications (4)

Application Number Title Priority Date Filing Date
HR20110846T HRP20110846T1 (hr) 2004-03-30 2005-03-24 Sinteza spojeva estera organoborne kiseline i organoborne kiseline
HRP20240307TT HRP20240307T3 (hr) 2004-03-30 2005-03-24 Sinteza spojeva estera borne kiseline i kiseline
HRP20212002TT HRP20212002T1 (hr) 2004-03-30 2005-03-24 Sinteza estera i spojeva borove kiseline
HRP20140339TT HRP20140339T1 (hr) 2004-03-30 2014-04-08 Sinteza bortezomiba

Family Applications Before (1)

Application Number Title Priority Date Filing Date
HR20110846T HRP20110846T1 (hr) 2004-03-30 2005-03-24 Sinteza spojeva estera organoborne kiseline i organoborne kiseline

Family Applications After (2)

Application Number Title Priority Date Filing Date
HRP20212002TT HRP20212002T1 (hr) 2004-03-30 2005-03-24 Sinteza estera i spojeva borove kiseline
HRP20140339TT HRP20140339T1 (hr) 2004-03-30 2014-04-08 Sinteza bortezomiba

Country Status (41)

Country Link
US (14) US7714159B2 (hr)
EP (5) EP3385267B1 (hr)
JP (4) JP4558039B2 (hr)
KR (1) KR100939598B1 (hr)
CN (5) CN107474062A (hr)
AR (3) AR049374A1 (hr)
AT (1) ATE521612T1 (hr)
AU (1) AU2005230930B2 (hr)
BR (1) BRPI0509587A (hr)
CA (4) CA2853272A1 (hr)
CL (2) CL2010000350A1 (hr)
CR (1) CR8653A (hr)
CY (3) CY1112053T1 (hr)
DK (4) DK1756121T3 (hr)
DO (1) DOP2011000293A (hr)
EA (1) EA012927B1 (hr)
EC (1) ECSP066960A (hr)
ES (4) ES2974758T3 (hr)
FI (1) FI4008721T3 (hr)
HK (1) HK1246300A1 (hr)
HR (4) HRP20110846T1 (hr)
HU (2) HUE056859T2 (hr)
IL (3) IL178250A (hr)
LT (2) LT3385267T (hr)
ME (1) ME01975B (hr)
MX (1) MX367324B (hr)
MY (1) MY145427A (hr)
NL (3) NL1028639C2 (hr)
NO (4) NO338905B1 (hr)
NZ (3) NZ550522A (hr)
PE (3) PE20060162A1 (hr)
PL (4) PL4008721T3 (hr)
PT (4) PT1756121E (hr)
RS (4) RS65253B1 (hr)
SG (5) SG151322A1 (hr)
SI (4) SI1756121T1 (hr)
TW (1) TWI386212B (hr)
UA (1) UA90108C2 (hr)
UY (3) UY28830A1 (hr)
WO (1) WO2005097809A2 (hr)
ZA (1) ZA200608689B (hr)

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