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 dimetiloInfo
- 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
Links
- 150000001875 compounds Chemical class 0.000 title abstract 14
- 238000000034 method Methods 0.000 title abstract 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 title 1
- 230000008878 coupling Effects 0.000 abstract 2
- 238000010168 coupling process Methods 0.000 abstract 2
- 238000005859 coupling reaction Methods 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
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
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).
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 (13)
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) |
HK (1) | HK1084387A1 (es) |
MX (1) | MXPA05013753A (es) |
WO (1) | WO2004113294A1 (es) |
ZA (1) | ZA200509100B (es) |
Families Citing this family (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005107745A1 (en) * | 2004-05-06 | 2005-11-17 | Schering Corporation | An inhibitor of hepatitis c |
JP5160415B2 (ja) * | 2005-06-02 | 2013-03-13 | メルク・シャープ・アンド・ドーム・コーポレーション | 医薬処方物およびそれを用いる治療方法 |
PL1891089T3 (pl) * | 2005-06-02 | 2015-05-29 | Merck Sharp & Dohme | Inhibitory proteazy HCV w połączeniu z pokarmem |
WO2006130666A2 (en) * | 2005-06-02 | 2006-12-07 | Schering Corporation | Medicaments and methods combining a hcv protease inhibitor and an akr competitor |
US20070237818A1 (en) * | 2005-06-02 | 2007-10-11 | Malcolm Bruce A | Controlled-release formulation of HCV protease inhibitor and methods using the same |
NZ567262A (en) * | 2005-09-30 | 2011-12-22 | Scynexis Inc | Cyclosporin derivatives and their use for the treatment and prevention of hepatitis C infection |
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 |
EP1963267B1 (en) * | 2005-12-22 | 2013-08-14 | Merck Sharp & Dohme Corp. | 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 |
EP2121604A2 (en) * | 2006-12-15 | 2009-11-25 | Schering Corporation | 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 |
MX2009006884A (es) * | 2006-12-20 | 2009-07-03 | Schering Corp | Procedimiento para preparar (1r,2s,5s)-n-[(1s)-3-amino-1-(ciclobut ilmetil)-2,3-dioxopropil]-3-[(2s)-2-[[[(1,1-dimetiletil)amino]-ca rbonil]amino]-3,3-dimetil-1-oxobutil]-6,6-dimetil-3-azabiciclo[3. 1.0]hexan-2-carboxamida. |
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 |
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 |
WO2009073380A1 (en) * | 2007-11-28 | 2009-06-11 | 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 |
RU2011103770A (ru) * | 2008-07-03 | 2012-08-10 | Вертекс Фармасьютикалз Инкорпорейтед (Us) | ПОЛУЧЕНИЕ ЗАЩИЩЕННЫХ СЛОЖНЫХ α-КЕТО-β-АМИНОЭФИРОВ И АМИДОВ |
US8188137B2 (en) | 2008-08-15 | 2012-05-29 | Avila Therapeutics, Inc. | HCV protease inhibitors and uses thereof |
WO2010138889A1 (en) | 2009-05-28 | 2010-12-02 | Concert Pharmaceuticals, Inc. | Peptides for the treatment of hcv infections |
MX2013012771A (es) * | 2011-05-04 | 2013-11-21 | Merck Sharp & Dohme | Proceso para la preparacion de inhibidores del virus de la hepatitis c. |
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 |
WO2014164844A1 (en) * | 2013-03-11 | 2014-10-09 | Virobay, Inc. | Cathepsin inhibitors |
WO2015004685A2 (en) | 2013-07-12 | 2015-01-15 | Mylan Laboratories Ltd | An improved process for the purification of boceprevir |
JP6463366B2 (ja) | 2013-10-10 | 2019-01-30 | イースタン バージニア メディカル スクール | 12−リポキシゲナーゼ阻害物質としての4−((2−ヒドロキシ−3−メトキシベンジル)アミノ)ベンゼンスルホンアミド誘導体 |
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 |
US20220025424A1 (en) * | 2016-08-16 | 2022-01-27 | Imago Biosciences, Inc. | Compositions and methods for producing stereoisomerically pure aminocyclopropanes |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PT672041E (pt) * | 1993-10-01 | 2002-04-29 | Novartis Ag | Derivados da piridina farmacologicamente activos e processos para a sua preparacao |
US7244721B2 (en) * | 2000-07-21 | 2007-07-17 | Schering Corporation | Peptides as NS3-serine protease inhibitors of hepatitis C virus |
SI1385870T1 (sl) * | 2000-07-21 | 2010-08-31 | Schering Corp | Peptidi kot NS3-serin proteazni inhibitorji virusa hepatitisa C |
-
2004
- 2004-06-14 AR ARP040102058A patent/AR044694A1/es not_active Application Discontinuation
- 2004-06-15 DE DE602004012746T patent/DE602004012746T2/de active Active
- 2004-06-15 CN CN2011100739344A patent/CN102199111B/zh not_active Expired - Fee Related
- 2004-06-15 CN CN2004800166406A patent/CN1805932B/zh not_active Expired - Fee Related
- 2004-06-15 EP EP04755225A patent/EP1641754B1/en active Active
- 2004-06-15 JP JP2006517263A patent/JP5219368B2/ja not_active Expired - Fee Related
- 2004-06-15 MX MXPA05013753A patent/MXPA05013753A/es active IP Right Grant
- 2004-06-15 ES ES04755225T patent/ES2299850T3/es active Active
- 2004-06-15 WO PCT/US2004/018914 patent/WO2004113294A1/en active Application Filing
- 2004-06-15 US US10/867,600 patent/US7326795B2/en not_active Expired - Fee Related
- 2004-06-15 AT AT04755225T patent/ATE390412T1/de not_active IP Right Cessation
- 2004-06-15 CA CA2526629A patent/CA2526629C/en not_active Expired - Fee Related
-
2005
- 2005-11-10 ZA ZA2005/09100A patent/ZA200509100B/en unknown
-
2006
- 2006-04-13 HK HK06104536A patent/HK1084387A1/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
DE602004012746D1 (de) | 2008-05-08 |
HK1084387A1 (en) | 2006-07-28 |
US20050059800A1 (en) | 2005-03-17 |
MXPA05013753A (es) | 2006-03-08 |
JP2006528133A (ja) | 2006-12-14 |
JP5219368B2 (ja) | 2013-06-26 |
CN1805932B (zh) | 2011-05-18 |
CN102199111A (zh) | 2011-09-28 |
ES2299850T3 (es) | 2008-06-01 |
CA2526629A1 (en) | 2004-12-29 |
ATE390412T1 (de) | 2008-04-15 |
CN102199111B (zh) | 2012-07-04 |
US7326795B2 (en) | 2008-02-05 |
ZA200509100B (en) | 2011-06-29 |
CN1805932A (zh) | 2006-07-19 |
EP1641754B1 (en) | 2008-03-26 |
EP1641754A1 (en) | 2006-04-05 |
DE602004012746T2 (de) | 2009-04-09 |
WO2004113294A1 (en) | 2004-12-29 |
CA2526629C (en) | 2012-10-02 |
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