AR044694A1 - Proceso y compuestos intermedios para la preparacion de (1r, 2s,5s) - 3 azabiciclo [3,1,0] hexano-2- carboxamida, n- [3- amino-1- (ciclobutilmetil) - 2, 3 - dioxopropil] -3- [ (2s) - 2 - [[ [ 1,1- dimetiletil] amino] carbonilamino] -3,3-dimetil -1- oxobutil]-6,6 dimetilo - Google Patents

Proceso y compuestos intermedios para la preparacion de (1r, 2s,5s) - 3 azabiciclo [3,1,0] hexano-2- carboxamida, n- [3- amino-1- (ciclobutilmetil) - 2, 3 - dioxopropil] -3- [ (2s) - 2 - [[ [ 1,1- dimetiletil] amino] carbonilamino] -3,3-dimetil -1- oxobutil]-6,6 dimetilo

Info

Publication number
AR044694A1
AR044694A1 ARP040102058A ARP040102058A AR044694A1 AR 044694 A1 AR044694 A1 AR 044694A1 AR P040102058 A ARP040102058 A AR P040102058A AR P040102058 A ARP040102058 A AR P040102058A AR 044694 A1 AR044694 A1 AR 044694A1
Authority
AR
Argentina
Prior art keywords
formula
compound
dimethyl
amino
preparation
Prior art date
Application number
ARP040102058A
Other languages
English (en)
Original Assignee
Schering Corp
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 Schering Corp filed Critical Schering Corp
Publication of AR044694A1 publication Critical patent/AR044694A1/es

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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
    • C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
    • C07K5/0202—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link containing the structure -NH-X-X-C(=0)-, X being an optionally substituted carbon atom or a heteroatom, e.g. beta-amino acids
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/04—Systems containing only non-condensed rings with a four-membered ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Veterinary Medicine (AREA)
  • Biophysics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Biochemistry (AREA)
  • Virology (AREA)
  • Genetics & Genomics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Reivindicación 1: Un proceso para la preparación de un compuesto de la fórmula (1) que comprende: a) acoplar un compuesto de la fórmula (2) con un compuesto de la fórmula (3), o sales de los mismos, para obtener un compuesto de la fórmula (4), en donde Z+ representa el catión de una amina o metal, y R es seleccionado del grupo que consiste en alquilo, arilo y aralquilo; b) oxidar el grupo hidroxilo de un compuesto de la fórmula (5) para obtener un compuesto de la fórmula (6), en donde P representa un grupo N-protector; c) desproteger el compuesto de la fórmula (6) para obtener un compuesto de la fórmula (7); d) generar un compuesto de ácido libre de la fórmula (8) a partir del compuesto de la fórmula (4); e) acoplar el compuesto de la fórmula (7) con un compuesto de la fórmula (8) para obtener el compuesto de la fórmula (1).
ARP040102058A 2003-06-17 2004-06-14 Proceso y compuestos intermedios para la preparacion de (1r, 2s,5s) - 3 azabiciclo [3,1,0] hexano-2- carboxamida, n- [3- amino-1- (ciclobutilmetil) - 2, 3 - dioxopropil] -3- [ (2s) - 2 - [[ [ 1,1- dimetiletil] amino] carbonilamino] -3,3-dimetil -1- oxobutil]-6,6 dimetilo AR044694A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US47951703P 2003-06-17 2003-06-17

Publications (1)

Publication Number Publication Date
AR044694A1 true AR044694A1 (es) 2005-09-21

Family

ID=33539185

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP040102058A AR044694A1 (es) 2003-06-17 2004-06-14 Proceso y compuestos intermedios para la preparacion de (1r, 2s,5s) - 3 azabiciclo [3,1,0] hexano-2- carboxamida, n- [3- amino-1- (ciclobutilmetil) - 2, 3 - dioxopropil] -3- [ (2s) - 2 - [[ [ 1,1- dimetiletil] amino] carbonilamino] -3,3-dimetil -1- oxobutil]-6,6 dimetilo

Country Status (12)

Country Link
US (1) US7326795B2 (es)
EP (1) EP1641754B1 (es)
JP (1) JP5219368B2 (es)
CN (2) CN102199111B (es)
AR (1) AR044694A1 (es)
AT (1) ATE390412T1 (es)
CA (1) CA2526629C (es)
DE (1) DE602004012746T2 (es)
ES (1) ES2299850T3 (es)
MX (1) MXPA05013753A (es)
WO (1) WO2004113294A1 (es)
ZA (1) ZA200509100B (es)

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AR049635A1 (es) * 2004-05-06 2006-08-23 Schering Corp (1r,2s,5s)-n-((1s)-3-amino-1-(ciclobutilmetil)-2,3-dioxopropil)-3-((2s)-2-((((1,1-dimetiletil)amino)carbonil)amino)-3,3-dimetil-1-oxobutil)-6,6-dimetil-3-azabiciclo(3.1.0)hexan-2-carboxamida como inhibidor de la ns3/ns4a serina proteasa del virus de la hepatitis c
NZ563365A (en) * 2005-06-02 2011-02-25 Schering Corp Combination of HCV protease inhibitors with a surfactant
US20070237818A1 (en) * 2005-06-02 2007-10-11 Malcolm Bruce A Controlled-release formulation of HCV protease inhibitor and methods using the same
US20060276404A1 (en) * 2005-06-02 2006-12-07 Anima Ghosal Medicaments and methods combining a HCV protease inhibitor and an AKR competitor
AU2006252519B2 (en) 2005-06-02 2012-08-30 Merck Sharp & Dohme Corp. HCV protease inhibitors in combination with food
JP5517454B2 (ja) * 2005-09-30 2014-06-11 スシネキス インク Ｃ型肝炎感染の治療及び予防のための方法及び医薬組成物
AR056805A1 (es) * 2005-11-14 2007-10-24 Schering Corp Un proceso para oxidacion para la preparcion de n- (3- amino-1- ( ciclobutilmetil) -2,3- dioxopropil ) -3-(n-(( ter-butilamino) carbonil )-3- metil- l- valil) -6,6- dimetil-3- azabiciclo (3.1.0) hexano -2- carboxamida y compuestos ralacionados
WO2007075790A1 (en) * 2005-12-22 2007-07-05 Schering Corporation Process for the preparation of 6, 6-dimethyl-3-azabicyclo-[3.1.0]-hexane compounds and enantiomeric salts thereof
JP5092289B2 (ja) * 2006-06-13 2012-12-05 三菱瓦斯化学株式会社 光学活性Ｎ−ｔｅｒｔ−ブチルカルバモイル−Ｌ−ｔｅｒｔ−ロイシンの製造方法
MX2009006477A (es) * 2006-12-15 2009-06-26 Schering Corp Purificacion de bisulfito de una alfa-ceto amida.
JP2010513492A (ja) 2006-12-19 2010-04-30 シェーリング コーポレイション ３−（アミノ）−３−（シクロブチルメチル）−２−（ヒドロキシ）−プロピオンアミド塩酸塩の調製
CA2672620A1 (en) * 2006-12-20 2008-07-03 Schering Corporation Process for preparing (1r,2s,5s)-n-[(1s)-3-amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]-3-[(2s)-2-[[[(1,1-dimethylethyl)amino]-carbonyl]amino]-3,3-dimethyl-1-oxobutyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
EP2129658A2 (en) * 2006-12-20 2009-12-09 Schering Corporation Process for the preparation of 6,6-dimethyl-3-azabicyclo- [3.1.0]- hexane compounds utilizing bisulfite intermediate
WO2009039361A2 (en) * 2007-09-20 2009-03-26 Virobay, Inc. Process for the preparation of (s)-2-(3-tert-butylureido)-3,3-dimethylbutanoic acid
WO2009063804A1 (ja) 2007-11-16 2009-05-22 Kaneka Corporation Ｎ－カルバモイル－ｔｅｒｔ－ロイシンの製造法
WO2009067225A2 (en) * 2007-11-20 2009-05-28 Concert Pharmaceuticals, Inc. Boceprevir derivatives for the treatment of hcv infections
EP2225203A1 (en) * 2007-11-28 2010-09-08 Schering Corporation Dehydrohalogenation process for the preparation of intermediates useful in providing 6,6-dimethyl-3-azabicyclo-[3.1.0]-hexane compounds
JP5203468B2 (ja) * 2007-12-21 2013-06-05 メルク・シャープ・アンド・ドーム・コーポレーション ３−アミノ−３−シクロブチルメチル−２−ヒドロキシプロピオンアミドまたはその塩の合成のための方法
EP2303858A1 (en) * 2008-07-03 2011-04-06 Vertex Pharmceuticals Incorporated Preparation of protected alpha-keto beta-amino esters and amides
US8188137B2 (en) 2008-08-15 2012-05-29 Avila Therapeutics, Inc. HCV protease inhibitors and uses thereof
US20120244122A1 (en) 2009-05-28 2012-09-27 Masse Craig E Peptides for the Treatment of HCV Infections
EP2704576A4 (en) * 2011-05-04 2014-12-10 Merck Sharp & Dohme METHOD FOR THE PRODUCTION OF INHIBITORS OF HEPATITIS C VIRUS
CN104470914A (zh) * 2012-06-20 2015-03-25 桑多斯股份公司 替拉瑞韦和波普瑞韦或者其药学上可接受的盐或溶剂合物和中间产物包括经Mukaiyama羟醛加成制备的β-氨基酸的合成
WO2014061034A1 (en) * 2012-10-18 2014-04-24 Msn Laboratories Limited Process for preparation of boceprevir and intermediates thereof
US10238771B2 (en) 2012-11-08 2019-03-26 Edwards Lifesciences Corporation Methods for treating bioprosthetic tissue using a nucleophile/electrophile in a catalytic system
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Also Published As

Publication number Publication date
WO2004113294A1 (en) 2004-12-29
CN102199111B (zh) 2012-07-04
EP1641754A1 (en) 2006-04-05
JP2006528133A (ja) 2006-12-14
HK1084387A1 (en) 2006-07-28
DE602004012746D1 (de) 2008-05-08
US20050059800A1 (en) 2005-03-17
EP1641754B1 (en) 2008-03-26
MXPA05013753A (es) 2006-03-08
ES2299850T3 (es) 2008-06-01
US7326795B2 (en) 2008-02-05
CA2526629A1 (en) 2004-12-29
CN1805932A (zh) 2006-07-19
CN1805932B (zh) 2011-05-18
CA2526629C (en) 2012-10-02
JP5219368B2 (ja) 2013-06-26
CN102199111A (zh) 2011-09-28
ATE390412T1 (de) 2008-04-15
ZA200509100B (en) 2011-06-29
DE602004012746T2 (de) 2009-04-09

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