HRP20090488T1 - Postupak za pripravu (3r,3as,6ar)-heksahidrofuro[2,3-b]furan-3-il(1s,23)-3-[[(4-aminofenil)sulfonil](izobutil)amino]-1-benzil-2-hidroksipropilkarbamata - Google Patents
Postupak za pripravu (3r,3as,6ar)-heksahidrofuro[2,3-b]furan-3-il(1s,23)-3-[[(4-aminofenil)sulfonil](izobutil)amino]-1-benzil-2-hidroksipropilkarbamataInfo
- Publication number
- HRP20090488T1 HRP20090488T1 HR20090488T HRP20090488T HRP20090488T1 HR P20090488 T1 HRP20090488 T1 HR P20090488T1 HR 20090488 T HR20090488 T HR 20090488T HR P20090488 T HRP20090488 T HR P20090488T HR P20090488 T1 HRP20090488 T1 HR P20090488T1
- Authority
- HR
- Croatia
- Prior art keywords
- amino
- isobutyl
- hydroxypropylcarbamate
- hexahydrofuro
- aminophenyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- CJBJHOAVZSMMDJ-HEXNFIEUSA-N darunavir Chemical compound C([C@@H]([C@H](O)CN(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)NC(=O)O[C@@H]1[C@@H]2CCO[C@@H]2OC1)C1=CC=CC=C1 CJBJHOAVZSMMDJ-HEXNFIEUSA-N 0.000 title abstract 4
- 239000000543 intermediate Substances 0.000 abstract 2
- NUMJNKDUHFCFJO-VQTJNVASSA-N 4-amino-n-[(2r,3s)-3-amino-2-hydroxy-4-phenylbutyl]-n-(2-methylpropyl)benzenesulfonamide Chemical compound C([C@H](N)[C@H](O)CN(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)C1=CC=CC=C1 NUMJNKDUHFCFJO-VQTJNVASSA-N 0.000 abstract 1
- 239000004030 hiv protease inhibitor Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Postupak za pripravu spoja formule (6) te njegovih adicijskih soli, polimorfnih i/ili pseudopolimorfnih oblika, naznačen time da spomenuti postupak sadrži korake: (i) uvođenje izobutilamino skupine u spoju formule (1'); kako bi se dobio spoj formule (2'); (ii) uvođenje p-nitrofenilsulfonil skupine u spoj formule (2') kako bi se dobio spoj formule (3'); (iii) reduciranje nitro dijela spoja formule (3') kako bi se dobio spoj formule (4'); (iv) micanje zaštite sa spoja formule (4') kako bi se dobio spoj formule (5) sparivanje spoja formule (5) sa (3R, 3aS, 6aR)-heksahidrofuro[2,3-b]furan-3-il derivatom dobivenim aktivacijom (3R, 3aS, 6aR)-heksahidrofuro[2, 3-b] furan-3-ol ili njegovih prethodnika karbamolacijom sa sparujućim agensom kako bi se dobio spoj formule (6) gdje je spomenuti prethodnik (3R, 3aS, 6aR)-heksahidrofuro[2, 3-b] furan-3-ola sadrži spojeve u kojima je kisik alkoholne funkcionalne skupine zaštićen zaštitnim skupinama kisika, izabranim iz t-butil etera, acetata, benzil skupina, benzil etera, alila, silil zaštitnih skupina, alkoksialkil skupina tetrahidropiranil. Patent sadrži još 13 patentnih zahtjeva.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP03104949 | 2003-12-23 | ||
US56818304P | 2004-05-04 | 2004-05-04 | |
PCT/EP2004/053692 WO2005063770A1 (en) | 2003-12-23 | 2004-12-23 | Process for the preparation of (3r,3as,6ar)-hexahydrofuro [2,3-b] furan-3-yl (1s,2r)-3-[[(4-aminophenyl) sulfonyl] (isobutyl) amino]-1-benzyl-2-hydroxypropylcarbamate |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20090488T1 true HRP20090488T1 (hr) | 2009-10-31 |
Family
ID=34740665
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HR20090488T HRP20090488T1 (hr) | 2003-12-23 | 2009-09-15 | Postupak za pripravu (3r,3as,6ar)-heksahidrofuro[2,3-b]furan-3-il(1s,23)-3-[[(4-aminofenil)sulfonil](izobutil)amino]-1-benzil-2-hidroksipropilkarbamata |
Country Status (21)
Country | Link |
---|---|
EP (1) | EP1725566B1 (hr) |
KR (1) | KR101192859B1 (hr) |
CN (1) | CN1898248B (hr) |
AT (1) | ATE433982T1 (hr) |
AU (1) | AU2004309122B2 (hr) |
BR (1) | BRPI0417272B8 (hr) |
CA (1) | CA2549460C (hr) |
CY (1) | CY1109379T1 (hr) |
DE (1) | DE602004021640D1 (hr) |
DK (1) | DK1725566T3 (hr) |
ES (1) | ES2328701T3 (hr) |
HR (1) | HRP20090488T1 (hr) |
IL (1) | IL174960A (hr) |
MX (1) | MXPA06007211A (hr) |
NO (1) | NO337636B1 (hr) |
PL (1) | PL1725566T3 (hr) |
PT (1) | PT1725566E (hr) |
RU (1) | RU2376308C2 (hr) |
SI (1) | SI1725566T1 (hr) |
WO (1) | WO2005063770A1 (hr) |
ZA (1) | ZA200605163B (hr) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TWI432438B (zh) | 2005-11-28 | 2014-04-01 | Tibotec Pharm Ltd | 作為hiv蛋白酶抑制劑之經取代的胺基苯基磺醯胺化合物及衍生物 |
ME01232B (me) * | 2006-11-09 | 2013-06-20 | Tibotec Pharm Ltd | Etode za dobivanje heksahidrofuro[2,3-b]furan-3-ola |
RU2009143867A (ru) | 2007-04-27 | 2011-06-10 | Тиботек Фармасьютикалз Лтд. (Ie) | Способы получения производных n-изобутил-n-(2-гидрокси-3-амино-4-фенилбутил)-пара-нитробензолсульфониламида |
EP2217548A1 (en) * | 2007-10-26 | 2010-08-18 | Concert Pharmaceuticals Inc. | Deuterated darunavir |
US8592487B2 (en) | 2007-10-26 | 2013-11-26 | Concert Pharmaceuticals, Inc. | Deuterated darunavir |
TWI482775B (zh) * | 2008-09-01 | 2015-05-01 | Tibotec Pharm Ltd | 用於製備(3r,3as,6ar)-六氫呋喃并〔2,3-b〕呋喃-3-基(1s,2r)-3-〔〔(4-胺基苯基)磺醯基〕(異丁基)胺基〕-1-苯甲基-2-羥基丙基胺基甲酸酯之方法 |
US8921415B2 (en) | 2009-01-29 | 2014-12-30 | Mapi Pharma Ltd. | Polymorphs of darunavir |
EP2426124B1 (en) * | 2009-05-13 | 2013-08-07 | Meiji Seika Pharma Co., Ltd. | Process for producing pyripyropene derivative |
SI2477992T1 (sl) | 2009-09-17 | 2017-05-31 | Mylan Laboratories Limited | Postopki za pripravo darunavirja in njega amorfne oblike |
WO2011083287A2 (en) | 2010-01-05 | 2011-07-14 | Cipla Limited | Darunavir polymorph and process for preparation thereof |
PL2528923T3 (pl) | 2010-01-28 | 2015-01-30 | Mapi Pharma Ltd | Sposób wytwarzania darunawiru i pochodnych darunawiru |
CN102584844B (zh) * | 2011-01-11 | 2016-04-13 | 浙江九洲药业股份有限公司 | 一种达芦那韦晶型及其制备方法 |
EP2877474B1 (en) | 2012-07-24 | 2020-11-04 | Laurus Labs Limited | A process for preparation of darunavir |
CN103893178B (zh) * | 2014-03-19 | 2016-06-01 | 中山大学 | 苯-磺酰胺类化合物在制备抗hiv-1病毒药物中的应用 |
US20160075643A1 (en) * | 2014-09-16 | 2016-03-17 | Zcl Chemicals Limited | Novel process to prepare intermediates of hiv-protease inhibitors thereof |
US10633390B2 (en) * | 2015-06-25 | 2020-04-28 | Msn Laboratories Private Limited | Process for the preparation of [(1S,2R)-3-[[(4-aminophenyl)sulfonyl] (2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]-carbamic acid (3R,3AS,6AR)hexahydro furo [2,3-B]furan-3-YL ester and its amorphous form |
EP3532478B1 (en) | 2016-10-27 | 2021-05-26 | Gilead Sciences, Inc. | Crystalline form of darunavir free base |
KR102506813B1 (ko) | 2016-11-17 | 2023-03-06 | 얀센 사이언시즈 아일랜드 언리미티드 컴퍼니 | 간소화된 다루나비르 제조 절차 |
CN117142989A (zh) * | 2020-12-30 | 2023-12-01 | 上海飞腾医药科技有限公司 | 一种抗hiv类药物中间体晶体a的生长方法和所得晶体 |
CN113896658A (zh) * | 2021-09-24 | 2022-01-07 | 上药康丽(常州)药业有限公司 | 一种利用微通道反应器合成地瑞那韦中间体的方法 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1996022287A1 (en) | 1995-01-20 | 1996-07-25 | G.D. Searle & Co. | Bis-sulfonamide hydroxyethylamino retroviral protease inhibitors |
KR100411856B1 (ko) | 1995-02-03 | 2004-05-20 | 카네카 코포레이션 | α-할로케톤,α-할로히드린및에폭사이드의제조법 |
US5756533A (en) | 1995-03-10 | 1998-05-26 | G.D. Searle & Co. | Amino acid hydroxyethylamino sulfonamide retroviral protease inhibitors |
US5705500A (en) | 1995-03-10 | 1998-01-06 | G.D. Searle & Co. | Sulfonylalkanoylamino hydroxyethylamino sulfonamide retroviral protease inhibitors |
US6150556A (en) | 1995-03-10 | 2000-11-21 | G. D. Dearle & Co. | Bis-amino acid hydroxyethylamino sulfonamide retroviral protease inhibitors |
JP4124818B2 (ja) | 1995-03-10 | 2008-07-23 | ジー.ディー.サール アンド カンパニー | ヘテロシクロカルボニルアミノ酸ヒドロキシエチルアミノスルホンアミドレトロウイルスプロテアーゼインヒビター |
AU2322600A (en) | 1999-01-29 | 2000-08-18 | Kaneka Corporation | Processes for the preparation of (threo)-1,2-epoxy-3-amino-4-phenylbutane derivatives |
US6764545B2 (en) | 2000-12-12 | 2004-07-20 | Ajinomoto Co., Inc. | Production method of epoxide crystal |
EA009590B1 (ru) | 2001-05-11 | 2008-02-28 | Тиботек Фармасьютикалз Лтд. | 2-аминобензоксазолсульфонамидные ингибиторы вич-протеазы широкого спектра |
EP1466896A4 (en) * | 2001-12-28 | 2005-01-26 | Ajinomoto Kk | PROCESS FOR PRODUCING A CRYSTAL OF A BENZENESULFONAMIDE DERIVATIVE, AND A NEW CRYSTAL OF AN INTERMEDIATE PRODUCT OF SAID DERIVATIVE AND METHOD FOR PRODUCING THE SAME |
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2004
- 2004-12-23 PL PL04805020T patent/PL1725566T3/pl unknown
- 2004-12-23 DK DK04805020T patent/DK1725566T3/da active
- 2004-12-23 CN CN200480038298XA patent/CN1898248B/zh active Active
- 2004-12-23 MX MXPA06007211A patent/MXPA06007211A/es active IP Right Grant
- 2004-12-23 PT PT04805020T patent/PT1725566E/pt unknown
- 2004-12-23 CA CA2549460A patent/CA2549460C/en active Active
- 2004-12-23 BR BRPI0417272A patent/BRPI0417272B8/pt active IP Right Grant
- 2004-12-23 AU AU2004309122A patent/AU2004309122B2/en active Active
- 2004-12-23 ES ES04805020T patent/ES2328701T3/es active Active
- 2004-12-23 KR KR1020067009136A patent/KR101192859B1/ko active IP Right Grant
- 2004-12-23 RU RU2006126670/04A patent/RU2376308C2/ru active
- 2004-12-23 SI SI200431224T patent/SI1725566T1/sl unknown
- 2004-12-23 EP EP04805020A patent/EP1725566B1/en active Active
- 2004-12-23 WO PCT/EP2004/053692 patent/WO2005063770A1/en active Application Filing
- 2004-12-23 DE DE602004021640T patent/DE602004021640D1/de active Active
- 2004-12-23 AT AT04805020T patent/ATE433982T1/de active
-
2006
- 2006-04-11 IL IL174960A patent/IL174960A/en active IP Right Grant
- 2006-06-22 ZA ZA2006/05163A patent/ZA200605163B/en unknown
- 2006-07-21 NO NO20063401A patent/NO337636B1/no unknown
-
2009
- 2009-09-15 HR HR20090488T patent/HRP20090488T1/hr unknown
- 2009-09-17 CY CY20091100961T patent/CY1109379T1/el unknown
Also Published As
Publication number | Publication date |
---|---|
CA2549460C (en) | 2014-08-05 |
DE602004021640D1 (de) | 2009-07-30 |
ATE433982T1 (de) | 2009-07-15 |
RU2376308C2 (ru) | 2009-12-20 |
EP1725566A1 (en) | 2006-11-29 |
CY1109379T1 (el) | 2014-07-02 |
BRPI0417272B8 (pt) | 2021-05-25 |
PL1725566T3 (pl) | 2009-11-30 |
CN1898248B (zh) | 2011-08-17 |
AU2004309122A1 (en) | 2005-07-14 |
MXPA06007211A (es) | 2006-08-18 |
BRPI0417272A (pt) | 2007-03-27 |
NO337636B1 (no) | 2016-05-23 |
ES2328701T3 (es) | 2009-11-17 |
AU2004309122B2 (en) | 2011-07-21 |
RU2006126670A (ru) | 2008-01-27 |
EP1725566B1 (en) | 2009-06-17 |
NO20063401L (no) | 2006-07-21 |
ZA200605163B (en) | 2007-12-27 |
BRPI0417272B1 (pt) | 2020-08-18 |
WO2005063770A1 (en) | 2005-07-14 |
PT1725566E (pt) | 2009-09-16 |
KR20060123740A (ko) | 2006-12-04 |
DK1725566T3 (da) | 2009-10-05 |
CN1898248A (zh) | 2007-01-17 |
IL174960A (en) | 2011-06-30 |
IL174960A0 (en) | 2006-08-20 |
KR101192859B1 (ko) | 2012-10-19 |
SI1725566T1 (sl) | 2009-12-31 |
CA2549460A1 (en) | 2005-07-14 |
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