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WO2009039361A3 - Process for the preparation of (s)-2-(3-tert-butylureido)-3,3-dimethylbutanoic acid - Google Patents

Process for the preparation of (s)-2-(3-tert-butylureido)-3,3-dimethylbutanoic acid Download PDF

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Publication number
WO2009039361A3
WO2009039361A3 PCT/US2008/077001 US2008077001W WO2009039361A3 WO 2009039361 A3 WO2009039361 A3 WO 2009039361A3 US 2008077001 W US2008077001 W US 2008077001W WO 2009039361 A3 WO2009039361 A3 WO 2009039361A3
Authority
WO
WIPO (PCT)
Prior art keywords
butylureido
tert
preparation
dimethylbutanoic acid
dimethylbutanoic
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/US2008/077001
Other languages
French (fr)
Other versions
WO2009039361A2 (en
Inventor
Jeffrey M Dener
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Virobay Inc
Original Assignee
Virobay 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 Virobay Inc filed Critical Virobay Inc
Publication of WO2009039361A2 publication Critical patent/WO2009039361A2/en
Publication of WO2009039361A3 publication Critical patent/WO2009039361A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C07K5/06008—Dipeptides with the first amino acid being neutral
    • C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
    • C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
    • 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
    • A61K38/06—Tripeptides
    • 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

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Genetics & Genomics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Biochemistry (AREA)
  • Biophysics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Molecular Biology (AREA)
  • Virology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Immunology (AREA)
  • Epidemiology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

(S)-2-(3-tert-Butylureido)-3,3-dimethylbutanoic acid is conveniently prepared in a single reaction vessel from commercially available starting materials in a process that can be run on a kilogram or larger scale.
PCT/US2008/077001 2007-09-20 2008-09-19 Process for the preparation of (s)-2-(3-tert-butylureido)-3,3-dimethylbutanoic acid Ceased WO2009039361A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US97401207P 2007-09-20 2007-09-20
US60/974,012 2007-09-20

Publications (2)

Publication Number Publication Date
WO2009039361A2 WO2009039361A2 (en) 2009-03-26
WO2009039361A3 true WO2009039361A3 (en) 2009-05-14

Family

ID=40468782

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2008/077001 Ceased WO2009039361A2 (en) 2007-09-20 2008-09-19 Process for the preparation of (s)-2-(3-tert-butylureido)-3,3-dimethylbutanoic acid

Country Status (1)

Country Link
WO (1) WO2009039361A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013190509A2 (en) * 2012-06-22 2013-12-27 Dr.Reddys Laboratories Limited Preparation of intermediates of boceprevir
CN103396344B (en) * 2013-08-08 2014-10-29 苏州永健生物医药有限公司 One-pot synthetic method for N-t-butyl-aminocarbonyl-3-methyl-L-valine

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60155967A (en) * 1984-01-25 1985-08-16 Sumitomo Chem Co Ltd Gas chromatography stationary phase and analysis of enantiomer mixture using the same
JPH11349552A (en) * 1998-06-08 1999-12-21 Ricoh Co Ltd Ester compounds with novel urea bonds
WO2004113294A1 (en) * 2003-06-17 2004-12-29 Schering Corporation Process and intermediates for the preparation of (1r, 2s, 5s)-3-azabicyclo[3, 1, 0]hexane-2-carboxamide, n-[3-amino-1-(cyclobutylmethyl)-2, 3-dioxopropyl] ]-3-[(2s)-2-[[[1, 1-dimethylethyl]amino]carbonylamino]-3, 3-dimethyl-1-oxobutyl]-6, 6-dimethyl

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60155967A (en) * 1984-01-25 1985-08-16 Sumitomo Chem Co Ltd Gas chromatography stationary phase and analysis of enantiomer mixture using the same
JPH11349552A (en) * 1998-06-08 1999-12-21 Ricoh Co Ltd Ester compounds with novel urea bonds
WO2004113294A1 (en) * 2003-06-17 2004-12-29 Schering Corporation Process and intermediates for the preparation of (1r, 2s, 5s)-3-azabicyclo[3, 1, 0]hexane-2-carboxamide, n-[3-amino-1-(cyclobutylmethyl)-2, 3-dioxopropyl] ]-3-[(2s)-2-[[[1, 1-dimethylethyl]amino]carbonylamino]-3, 3-dimethyl-1-oxobutyl]-6, 6-dimethyl

Also Published As

Publication number Publication date
WO2009039361A2 (en) 2009-03-26

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