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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
Application number
PCT/US2008/077001
Other languages
French (fr)
Other versions
WO2009039361A2 (en
Inventor
Jeffrey M Dener
Original Assignee
Virobay Inc
Jeffrey M Dener
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, Jeffrey M Dener filed Critical Virobay Inc
Publication of WO2009039361A2 publication Critical patent/WO2009039361A2/en
Publication of WO2009039361A3 publication Critical patent/WO2009039361A3/en

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
    • C07K5/06008—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)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Virology (AREA)
  • Communicable Diseases (AREA)
  • Biophysics (AREA)
  • Biochemistry (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 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 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 method for enantiomeric mixtures using the same
JPH11349552A (en) * 1998-06-08 1999-12-21 Ricoh Co Ltd New ester compound with urea bond
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 method for enantiomeric mixtures using the same
JPH11349552A (en) * 1998-06-08 1999-12-21 Ricoh Co Ltd New ester compound with urea bond
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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