CN1805931B - 制备(1r,2s,5s)-6,6-二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸酯或其盐的方法和中间体 - Google Patents

制备(1r,2s,5s)-6,6-二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸酯或其盐的方法和中间体 Download PDF

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Publication number
CN1805931B
CN1805931B CN2004800166393A CN200480016639A CN1805931B CN 1805931 B CN1805931 B CN 1805931B CN 2004800166393 A CN2004800166393 A CN 2004800166393A CN 200480016639 A CN200480016639 A CN 200480016639A CN 1805931 B CN1805931 B CN 1805931B
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compound
formula
salt
alkyl
group
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Expired - Fee Related
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CN2004800166393A
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English (en)
Chinese (zh)
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CN1805931A (zh
Inventor
J·帕
A·苏哈卡
G·S·王
M·陈
J·韦伯
X·杨
D·郭
I·永
R·R·拉哈文
M·塔马雷斯
W·童
E·J·瓦特
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Merck Sharp and Dohme LLC
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Schering Corp
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C233/58—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
    • C07C215/20—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated the carbon skeleton being saturated and containing rings
    • 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
    • C07C271/18—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 doubly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Indole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CN2004800166393A 2003-06-17 2004-06-15 制备(1r,2s,5s)-6,6-二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸酯或其盐的方法和中间体 Expired - Fee Related CN1805931B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US47951603P 2003-06-17 2003-06-17
US60/479,516 2003-06-17
PCT/US2004/019135 WO2004113295A1 (en) 2003-06-17 2004-06-15 Process and intermediates for the preparation of (1r,2s,5s)-6,6-dimethyl-3-azabicyclo[3,1,0]hexane-2-carboxylates or salts thereof

Related Child Applications (1)

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CN2010101632513A Division CN101823965B (zh) 2003-06-17 2004-06-15 制备(1r,2s,5s)-6,6-二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸酯或其盐的方法和中间体

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CN1805931A CN1805931A (zh) 2006-07-19
CN1805931B true CN1805931B (zh) 2010-06-23

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CN2004800166393A Expired - Fee Related CN1805931B (zh) 2003-06-17 2004-06-15 制备(1r,2s,5s)-6,6-二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸酯或其盐的方法和中间体
CN2010101632513A Expired - Fee Related CN101823965B (zh) 2003-06-17 2004-06-15 制备(1r,2s,5s)-6,6-二甲基-3-氮杂双环[3,1,0]己烷-2-羧酸酯或其盐的方法和中间体

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US (3) US7309717B2 (https=)
EP (1) EP1633711B1 (https=)
JP (1) JP4825129B2 (https=)
CN (2) CN1805931B (https=)
AT (1) ATE489365T1 (https=)
CA (1) CA2526635C (https=)
DE (1) DE602004030239D1 (https=)
ES (1) ES2354817T3 (https=)
MX (1) MXPA05013752A (https=)
SG (1) SG180022A1 (https=)
WO (1) WO2004113295A1 (https=)
ZA (1) ZA201006378B (https=)

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US20060281689A1 (en) * 2005-06-02 2006-12-14 Schering Corporation Method for modulating activity of HCV protease through use of a novel HCV protease inhibitor to reduce duration of treatment period
JP2008545748A (ja) * 2005-06-02 2008-12-18 シェーリング コーポレイション Ｃ型肝炎ウイルスに関連する障害を処置するために有用な徐放処方物
WO2006130554A2 (en) * 2005-06-02 2006-12-07 Schering Corporation Methods of treating hepatitis c virus
NZ563361A (en) 2005-06-02 2011-02-25 Schering Corp HCV protease inhibitors in combination with food
WO2006130552A2 (en) * 2005-06-02 2006-12-07 Schering Corporation Methods of treating hepatitis c virus
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
NZ563365A (en) * 2005-06-02 2011-02-25 Schering Corp Combination of HCV protease inhibitors with a surfactant
US20070021351A1 (en) * 2005-06-02 2007-01-25 Schering Corporation Liver/plasma concentration ratio for dosing hepatitis C virus protease inhibitor
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
JP5247466B2 (ja) * 2005-12-22 2013-07-24 メルク・シャープ・アンド・ドーム・コーポレーション ６，６−ジメチル−３−アザビシクロ−［３．１．０］−ヘキサン化合物およびその鏡像異性体塩を調製するプロセス
WO2007074391A2 (en) * 2005-12-28 2007-07-05 Bakulesh Mafatlal Khamar Preparation of a key intermediate in the synthesis of rosuvastatin
AU2007249668B2 (en) 2006-04-11 2011-04-07 Novartis Ag HCV/HIV inhibitors and their uses
JP5272325B2 (ja) * 2006-04-17 2013-08-28 住友化学株式会社 多環式プロリン誘導体またはその酸付加塩の製造方法
CN101415676A (zh) 2006-04-17 2009-04-22 住友化学株式会社 N-叔丁氧基羰基-2-吡咯烷酮类及其制造方法
JP5272324B2 (ja) * 2006-04-17 2013-08-28 住友化学株式会社 Ｎ−ｔｅｒｔ−ブトキシカルボニル−２−ピロリジノン類およびその製造方法
US20090281331A1 (en) 2006-04-17 2009-11-12 Sumitomo Chemical Company, Limited Method of producing polycyclic proline derivative or acid addition salt thereof
EP2014647A4 (en) * 2006-04-17 2010-09-08 Sumitomo Chemical Co Process for producing polycyclic lactam
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
CN101868452B (zh) 2007-10-10 2014-08-06 诺华股份有限公司 螺环吡咯烷类与其对抗hcv和hiv感染的应用
JP2011504929A (ja) * 2007-11-28 2011-02-17 シェーリング コーポレイション ６，６−ジメチル−３−アザビシクロ［３．１．０］ヘキサンを提供するのに有用な中間体調製のための脱塩化水素化プロセス
CN102282135A (zh) * 2008-06-05 2011-12-14 帝斯曼知识产权资产管理有限公司 一种(4s，5r)-半酯的制备方法
CN102816106A (zh) 2008-06-24 2012-12-12 默沙东公司 用于制备基本上立体异构纯的稠合二环脯氨酸化合物的生物催化方法
US8188137B2 (en) 2008-08-15 2012-05-29 Avila Therapeutics, Inc. HCV protease inhibitors and uses thereof
CN102300464B (zh) 2008-11-17 2014-11-12 安那迪斯药品股份有限公司 制备脱氧呋喃核糖化合物的方法
US8512690B2 (en) 2009-04-10 2013-08-20 Novartis Ag Derivatised proline containing peptide compounds as protease inhibitors
CN101863866B (zh) * 2009-04-16 2012-07-04 上海联友制药技术有限公司 3,3-二甲基环丙烷-1,2-二甲酸酐的合成方法
GEP20207101B (en) 2009-07-29 2020-05-11 Merck Sharp & Dohme ENANTIO- AND STEREO-SPECIFIC SYNTHESES OF β-AMINO-α- HYDROXY AMIDES
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
CN102127040B (zh) * 2010-12-30 2013-05-01 西安彩晶光电科技股份有限公司 6,6-二甲基-3-氧杂双环[3.1.0]己烷-2,4-二酮的制备方法
FR2972453B1 (fr) * 2011-03-09 2013-11-29 Minakem Nouveau procede de synthese du (1r,2s,5s)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate de methyle ou de l'un de ses sels
JP2013010738A (ja) * 2011-05-31 2013-01-17 Sumitomo Chemical Co Ltd エステル化合物の製造方法
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JP2013010734A (ja) * 2011-06-03 2013-01-17 Sumitomo Chemical Co Ltd Ｎ−置換ラクタム化合物の製造方法
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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
CN104151279A (zh) * 2014-08-26 2014-11-19 广西梧松林化集团有限公司 卡龙酸酐的合成方法
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
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Also Published As

Publication number Publication date
JP4825129B2 (ja) 2011-11-30
CN1805931A (zh) 2006-07-19
EP1633711A1 (en) 2006-03-15
CA2526635A1 (en) 2004-12-29
CN101823965B (zh) 2012-12-19
DE602004030239D1 (de) 2011-01-05
US20050059648A1 (en) 2005-03-17
US20080114179A1 (en) 2008-05-15
SG180022A1 (en) 2012-05-30
HK1081199A1 (en) 2006-05-12
ES2354817T3 (es) 2011-03-18
US20090247784A1 (en) 2009-10-01
ATE489365T1 (de) 2010-12-15
US7309717B2 (en) 2007-12-18
WO2004113295A1 (en) 2004-12-29
JP2007520434A (ja) 2007-07-26
CA2526635C (en) 2012-06-05
US7728165B2 (en) 2010-06-01
US7569705B2 (en) 2009-08-04
EP1633711B1 (en) 2010-11-24
MXPA05013752A (es) 2006-03-08
ZA201006378B (en) 2011-05-25
CN101823965A (zh) 2010-09-08

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