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MX2008008350A - Procedimiento para la preparacion de compuestos 6,6-dimetil-3-azabiciclo-[3.1.0]-hexano y sales enantiomericas del mismo. - Google Patents

Procedimiento para la preparacion de compuestos 6,6-dimetil-3-azabiciclo-[3.1.0]-hexano y sales enantiomericas del mismo.

Info

Publication number
MX2008008350A
MX2008008350A MX2008008350A MX2008008350A MX2008008350A MX 2008008350 A MX2008008350 A MX 2008008350A MX 2008008350 A MX2008008350 A MX 2008008350A MX 2008008350 A MX2008008350 A MX 2008008350A MX 2008008350 A MX2008008350 A MX 2008008350A
Authority
MX
Mexico
Prior art keywords
azabicyclo
dimethyl
hexane
salt
carboxylate
Prior art date
Application number
MX2008008350A
Other languages
English (en)
Inventor
George S Wong
Juergen Weber
David Jieh-Shyh Tsai
Hong-Chang Lee
Paitoon Rashatasakhon
George Wu
Frank X Chen
Jeffrey M Eckert
Nolan C Erickson
Jennifer Ann Vance
Peter C Nirchio
Zou Nanfei
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 MX2008008350A publication Critical patent/MX2008008350A/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/54—Spiro-condensed
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/52—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring condensed with a ring other than six-membered

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Esta invención provee un procedimiento para preparar metil 6,6-dimetil-3-azabiciclo[3,1,0]hexano-2-carboxilato racémico, su sal correspondiente ácido (2S, 3R, 4S)-metil 6,6-dimetil-3-azabici clo[3,1,0]hexano-2-carboxilato di-p-toluoil D-tartárico ("D-DTTA") sal o una sal de ácido (2R, 3S, 4R)-metil 6,6-dimetil-3-azabiciclo[3,1,0]hexano-2-carboxilato di-p-toluoil-L-tartárico ("L- DTTA") en un exceso enantiomérico; esta invención también provee un procedimiento para preparar una sal de ácido (2S, 3R, 4S)-metil 6,6-dimetil-3-azabiciclo[3,1,0]hex ano-2-carboxilato dibenzoil- D-tartárico ("D-DBTA") o una sal de ácido (2R, 3S, 4R)-metil 6,6-dimetil-3-azabiciclo[3,1,0]hexano-2-c arboxilato L-tartárico ("L-DBTA") en un exceso enantiomérico; además esta invención provee un procedimiento para preparar intermediarios II, IIB, III, IV, sal IV, V, VI, y VII.
MX2008008350A 2005-12-22 2006-12-20 Procedimiento para la preparacion de compuestos 6,6-dimetil-3-azabiciclo-[3.1.0]-hexano y sales enantiomericas del mismo. MX2008008350A (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US75321505P 2005-12-22 2005-12-22
PCT/US2006/048613 WO2007075790A1 (en) 2005-12-22 2006-12-20 Process for the preparation of 6, 6-dimethyl-3-azabicyclo-[3.1.0]-hexane compounds and enantiomeric salts thereof

Publications (1)

Publication Number Publication Date
MX2008008350A true MX2008008350A (es) 2008-09-03

Family

ID=38016670

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2008008350A MX2008008350A (es) 2005-12-22 2006-12-20 Procedimiento para la preparacion de compuestos 6,6-dimetil-3-azabiciclo-[3.1.0]-hexano y sales enantiomericas del mismo.

Country Status (10)

Country Link
US (2) US7723531B2 (es)
EP (1) EP1963267B1 (es)
JP (1) JP5247466B2 (es)
CN (1) CN101384551B (es)
AR (1) AR058626A1 (es)
CA (1) CA2634397A1 (es)
ES (1) ES2432047T3 (es)
MX (1) MX2008008350A (es)
WO (1) WO2007075790A1 (es)
ZA (1) ZA200806066B (es)

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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
US8158807B2 (en) 2006-12-20 2012-04-17 Schering Corporation Process for the preparation of 6,6-dimethyl-3-azabicyclo-[3.1.0]-hexane compounds utilizing bisulfite intermediate
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
JP2011525533A (ja) 2008-06-24 2011-09-22 コデクシス， インコーポレイテッド 実質的に立体異性的に純粋な縮合二環式プロリン化合物の調製のための生体触媒法
WO2012049688A1 (en) 2010-10-12 2012-04-19 Arch Pharmalabs Limited An improved process for the preparation of racemic 6, 6- dimethyl-3-azabicyclo-[3.1.0]-hexane and its salts, a key raw material for hcv inhibitor.
CN102070575B (zh) * 2010-12-28 2012-10-17 上海北卡医药技术有限公司 卡隆酸酐的合成方法
JP2013010732A (ja) 2011-06-03 2013-01-17 Sumitomo Chemical Co Ltd プロリン化合物の製造方法
AR091192A1 (es) 2012-05-30 2015-01-21 Chemo Iberica Sa Procedimiento multicomponente para la preparacion de compuestos biciclicos
CN103435532B (zh) * 2013-09-02 2015-07-08 苏州永健生物医药有限公司 波普瑞韦中间体的合成方法
CN103664739B (zh) * 2013-12-10 2016-04-27 湖南科源生物制品有限公司 一种特拉匹韦中间体的制备方法
EP3560922A1 (de) * 2018-04-24 2019-10-30 Bayer Aktiengesellschaft Verfahren zur herstellung von (4s)- 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carbox-amid durch racemat-spaltung mittels diastereomerer weinsäureester
CN113999160B (zh) * 2021-10-21 2022-12-27 江苏省药物研究所有限公司 一种6,6-二甲基-3-氮杂双环[3.1.0]己烷的制备方法
CN114163375B (zh) * 2021-12-10 2023-09-05 浙江新和成股份有限公司 6,6-二甲基-3-氮杂双环[3.1.0]己烷或其衍生物的合成方法
CN114031542B (zh) * 2021-12-10 2023-11-03 浙江新和成股份有限公司 一种氮杂双环医药中间体的制备方法
CN114085181B (zh) * 2022-01-18 2022-05-06 南京桦冠生物技术有限公司 一种6,6-二甲基-3-氮杂双环[3.1.0]己烷的合成方法及其应用
CN114057627B (zh) * 2022-01-18 2022-04-01 南京桦冠生物技术有限公司 一种丙型肝炎及新冠药物中间体及其盐的制备方法
CN114544801B (zh) * 2022-01-20 2023-02-28 汉瑞药业(荆门)有限公司 一种azabicyclo[3.1.0]hexane的GC-FID检测方法
CN114105859B (zh) * 2022-01-27 2022-05-03 南京桦冠生物技术有限公司 一种6,6-二甲基-3-氮杂双环[3.1.0]己烷的合成方法
CN116655604A (zh) * 2022-02-17 2023-08-29 苏州第四制药厂有限公司 一种帕罗韦德的新合成方法
CN114539125B (zh) * 2022-03-07 2024-02-09 杭州国瑞生物科技有限公司 一种帕西洛韦中间体的合成方法
WO2023175526A1 (en) * 2022-03-16 2023-09-21 Laurus Labs Limited Process for preparation of azabicyclo [3.1.0] hexane intermediates
CN114609290B (zh) * 2022-03-22 2024-02-09 武汉海特生物创新医药研究有限公司 一种帕罗维德中间体纯度的hplc-uv检测方法
CN114751853B (zh) * 2022-04-11 2023-10-13 扬州联澳生物医药有限公司 6,6-二甲基-3-氮杂双环[3.1.0]己烷化合物的制备方法
CN114957087A (zh) * 2022-04-13 2022-08-30 湖南复瑞生物医药技术有限责任公司 一种帕罗韦德中间体制备方法
CN114702431B (zh) * 2022-05-10 2023-06-23 浙江江北药业有限公司 一种6,6-二甲基-3-氮杂双环[3.1.0]己烷的制备方法
CN115028570B (zh) * 2022-05-13 2023-07-07 浙江新和成股份有限公司 （1r，2s，5s）-6，6-二甲基-3-氮杂双环[3，1，0]己基-2-羧酸酯的制备方法
CN114958938B (zh) * 2022-05-13 2023-12-08 金达威生物技术(江苏)有限公司 一种稠合二环脯氨酸甲酯盐酸盐的制备方法
CN114634441B (zh) * 2022-05-16 2022-07-26 南京海辰药业股份有限公司 一种合成6,6-二甲基-3-氮杂双环[3,1,0]己烷的方法
CN115232059B (zh) * 2022-08-01 2023-11-21 上海巽田科技股份有限公司 一种6,6-二甲基-3-氮杂双环[3.1.0]己烷的合成方法

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CA1117128A (en) * 1978-10-27 1982-01-26 Derek A. Wood 2-cyano-3-azabicyclo(3.1.0)hexane
DE2962910D1 (en) * 1978-10-27 1982-07-08 Shell Int Research A process for the preparation of 3-azabicyclo(3.1.0)hexane derivatives and modifications thereof
DE3322530A1 (de) 1983-06-23 1985-01-10 Hoechst Ag, 6230 Frankfurt Verfahren zur herstellung von mono-, bi- und tricyclischen aminosaeuren
DE3345355A1 (de) * 1983-12-15 1985-06-27 Hoechst Ag, 6230 Frankfurt Verfahren zur racematspaltung bicyclischer imino-(alpha)-carbonsaeureester
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AR044694A1 (es) * 2003-06-17 2005-09-21 Schering Corp 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
MXPA05013752A (es) * 2003-06-17 2006-03-08 Schering Corp Procedimiento e intermediarios para la preparacion de (1r,2s,5s)-6,6-dimetil-3-azabiciclo[3,1,0]exan-2-carboxilatos o sales de los mismos.
WO2004113272A1 (en) 2003-06-17 2004-12-29 Schering Corporation Process and intermediates for the preparation of 3-(amino)-3-cyclobutylmethyl-2-hydroxy-propionamide or salts thereof
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

Also Published As

Publication number Publication date
US7723531B2 (en) 2010-05-25
CA2634397A1 (en) 2007-07-05
JP5247466B2 (ja) 2013-07-24
US20100256393A1 (en) 2010-10-07
US20090240063A1 (en) 2009-09-24
AR058626A1 (es) 2008-02-13
ES2432047T3 (es) 2013-11-29
EP1963267A1 (en) 2008-09-03
JP2009521455A (ja) 2009-06-04
WO2007075790A1 (en) 2007-07-05
CN101384551B (zh) 2012-08-29
ZA200806066B (en) 2009-05-27
EP1963267B1 (en) 2013-08-14
CN101384551A (zh) 2009-03-11
US8198463B2 (en) 2012-06-12

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