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

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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)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Biophysics (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Virology (AREA)
  • Genetics & Genomics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (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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PE20060309A1 (es) * 2004-05-06 2006-04-13 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.o]hexan-2-carboxamida como inhibidor de la ns3/ns4a serina proteasa del virus de l
US20070237818A1 (en) * 2005-06-02 2007-10-11 Malcolm Bruce A Controlled-release formulation of HCV protease inhibitor and methods using the same
ES2572980T3 (es) * 2005-06-02 2016-06-03 Merck Sharp & Dohme Corp. Combinación de inhibidores de la proteasa del VHC con un tensioactivo
EP1891089B1 (en) * 2005-06-02 2014-11-05 Merck Sharp & Dohme Corp. HCV protease inhibitors in combination with food
US20060276404A1 (en) * 2005-06-02 2006-12-07 Anima Ghosal Medicaments and methods combining a HCV protease inhibitor and an AKR competitor
CN105169369B (zh) * 2005-09-30 2019-10-18 中美华世通生物医药科技（武汉）有限公司 治疗和预防丙型肝炎感染的方法和药物组合物
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
MX2008008350A (es) * 2005-12-22 2008-09-03 Schering Corp Procedimiento para la preparacion de compuestos 6,6-dimetil-3-azabiciclo-[3.1.0]-hexano y sales enantiomericas del mismo.
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
US8222427B2 (en) * 2006-12-15 2012-07-17 Merck Sharp & Dohme Corp. Bisulfite purification of an alpha-keto amide
SG177906A1 (en) 2006-12-19 2012-02-28 Schering Corp Us Preparation of 3-amino-3-(cyclobutylmethyl)-2-(hydroxy)-propionamide hydrochloride
PT2121605E (pt) * 2006-12-20 2014-02-11 Merck Sharp & Dohme Processo para preparar (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]hexano-2-carboxamida
WO2008082508A2 (en) * 2006-12-20 2008-07-10 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
US8183408B2 (en) * 2007-11-16 2012-05-22 Kaneka Corporation Process for production of N-carbamoyl-tert-leucine
WO2009067225A2 (en) * 2007-11-20 2009-05-28 Concert Pharmaceuticals, Inc. Boceprevir derivatives for the treatment of hcv infections
CN101910130A (zh) * 2007-11-28 2010-12-08 先灵公司 制备用于形成6,6-二甲基-3-氮杂双环[3.1.0]己烷化合物的中间体的脱卤化氢方法
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
CN102143954A (zh) * 2008-07-03 2011-08-03 弗特克斯药品有限公司 制备保护的α-酮β-氨基酯和酰胺
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
US20140044759A1 (en) * 2011-05-04 2014-02-13 Dimitrios Zarkadas Drug substances, pharmaceutical compositions and methods for preparing the same
IN2014DN10328A (es) * 2012-06-20 2015-08-07 Sandoz Ag
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
CN103936627B (zh) * 2013-01-18 2016-08-31 上海医药工业研究院 抗丙肝药物Boceprevir的中间体Ⅶ及其制备方法和应用
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DK3054936T5 (da) 2013-10-10 2024-03-18 Eastern Virginia Medical School 4-((2-hydroxy-3-methoxybenzyl)amino) benzensulfonamid derivater som 12-lipoxygenase inhibitorer
CN104744291B (zh) * 2015-02-13 2017-01-11 宁波九胜创新医药科技有限公司 N-苄基-4-环丁基-2-羟基-3-硝基丁酰胺及其用途
CN110268067A (zh) * 2016-08-16 2019-09-20 伊美格生物科学公司 用于产生立体异构纯的氨基环丙烷的组合物和方法
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US7244721B2 (en) * 2000-07-21 2007-07-17 Schering Corporation Peptides as NS3-serine protease inhibitors of hepatitis C virus
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Also Published As

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

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