EA199900552A1 - Асимметрический способ получения бензоксазинонов - Google Patents

Асимметрический способ получения бензоксазинонов

Info

Publication number
EA199900552A1
EA199900552A1 EA199900552A EA199900552A EA199900552A1 EA 199900552 A1 EA199900552 A1 EA 199900552A1 EA 199900552 A EA199900552 A EA 199900552A EA 199900552 A EA199900552 A EA 199900552A EA 199900552 A1 EA199900552 A1 EA 199900552A1
Authority
EA
Eurasian Patent Office
Prior art keywords
benzoxasinones
obtaining
asymmetric method
asymmetric
cyclopropylethynyl
Prior art date
Application number
EA199900552A
Other languages
English (en)
Other versions
EA002987B1 (ru
Inventor
Майкл Эрнест Пирс
Анусуя Чаудхури
Родни Лоренс мл. Парсонс
Original Assignee
Дюпон Фармасьютикалз Компани
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 Дюпон Фармасьютикалз Компани filed Critical Дюпон Фармасьютикалз Компани
Publication of EA199900552A1 publication Critical patent/EA199900552A1/ru
Publication of EA002987B1 publication Critical patent/EA002987B1/ru

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
    • C07D265/12—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems
    • C07D265/14—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D265/18—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with hetero atoms directly attached in position 2
    • 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
    • A61P31/18—Antivirals for RNA viruses for HIV
    • 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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Virology (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • AIDS & HIV (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

Настоящее изобретение относится к новым способам асимметрического синтеза (S)-6-хлор-4-циклопропилэтинил-4-трифторметил-1,4-дигидро-2Н-3,1-бензоксазин-2-она формулы (VI-i), который может использоваться как ингибитор обратной транскриптазы вируса иммунодефицита человека (ВИЧ).Международная заявка была опубликована вместе с отчетом о международном поиске.
EA199900552A 1996-12-16 1997-12-15 Асимметрический способ получения бензоксазинонов EA002987B1 (ru)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US3298096P 1996-12-16 1996-12-16
US08/838,838 US5932726A (en) 1996-12-16 1997-04-11 Asymmetric synthesis of benzoxazinones
PCT/US1997/022674 WO1998027073A1 (en) 1996-12-16 1997-12-15 Asymmetric synthesis of benzoxazinones

Publications (2)

Publication Number Publication Date
EA199900552A1 true EA199900552A1 (ru) 2000-02-28
EA002987B1 EA002987B1 (ru) 2002-12-26

Family

ID=26709131

Family Applications (1)

Application Number Title Priority Date Filing Date
EA199900552A EA002987B1 (ru) 1996-12-16 1997-12-15 Асимметрический способ получения бензоксазинонов

Country Status (27)

Country Link
US (1) US5932726A (ru)
EP (1) EP0944610B1 (ru)
JP (1) JP4232911B2 (ru)
KR (1) KR100498665B1 (ru)
CN (1) CN1075063C (ru)
AT (1) ATE289296T1 (ru)
AU (1) AU750047B2 (ru)
BR (1) BR9714031A (ru)
CA (1) CA2275323C (ru)
CZ (1) CZ297168B6 (ru)
DE (1) DE69732525T2 (ru)
EA (1) EA002987B1 (ru)
EE (1) EE03920B1 (ru)
ES (1) ES2235265T3 (ru)
HR (1) HRP970688A2 (ru)
HU (1) HU225655B1 (ru)
IL (2) IL130684A (ru)
LV (1) LV12432B (ru)
NO (1) NO313236B1 (ru)
NZ (1) NZ336163A (ru)
PL (1) PL192661B1 (ru)
PT (1) PT944610E (ru)
RO (1) RO120844B1 (ru)
SI (1) SI20071A (ru)
SK (1) SK285258B6 (ru)
UA (1) UA66773C2 (ru)
WO (1) WO1998027073A1 (ru)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5874430A (en) * 1996-10-02 1999-02-23 Dupont Pharmaceuticals Company 4,4-disubstitued-1,4-dihydro-2H-3,1-benzoxazin-2-ones useful as HIV reverse transcriptase inhibitors and intermediates and processes for making the same
US6673372B1 (en) 1998-06-11 2004-01-06 Bristol-Myers Squibb Pharma Company Crystalline Efavirenz
TWI326283B (en) * 2002-07-31 2010-06-21 Du Pont Method for preparing fused oxazinones
WO2004087628A1 (fr) * 2003-04-04 2004-10-14 Shanghai Institute Of Organic Chemistry, Chinese Academy Of Sciences Ligand amino-alcool et son utilisation dans la preparation d'alcools tertiaires propargyliques et d'amines tertiaires par le biais d'une reaction d'addition eniantioselective
WO2010032259A2 (en) 2008-05-30 2010-03-25 Emcure Pharmaceuticals Limited Novel process
US8080655B2 (en) * 2009-07-20 2011-12-20 Apotex Pharmachem Inc. Methods of making efavirenz and intermediates thereof
CN101844990B (zh) * 2010-05-27 2013-03-20 浙江沙星医药化工有限公司 中间体4-氯-2-(三氟乙酰基)苯胺盐酸盐水合物的合成方法
EP2441759A1 (en) 2010-10-14 2012-04-18 Lonza Ltd. Process for the synthesis of cyclic carbamates
EP2447255A1 (en) 2010-10-14 2012-05-02 Lonza Ltd. Process for the synthesis of cyclic carbamates
CN102584801B (zh) * 2011-01-06 2015-02-18 中国科学院上海有机化学研究所 Hiv逆转录酶抑制剂依法韦伦类化合物的一锅法不对称合成工艺
WO2015118515A1 (en) * 2014-02-10 2015-08-13 Discovery Intermediates Private Limited An improved process for the preparation of a non-nucleoside reverse transcriptase inhibitor
EP2944631A1 (en) * 2014-05-12 2015-11-18 F.I.S.- Fabbrica Italiana Sintetici S.p.A. Improved process for the preparation of Efavirenz
CN104016936B (zh) * 2014-06-18 2016-08-17 中国科学院上海有机化学研究所 手性氨基酚配体在依法韦仑不对称合成中的应用
CN105801442A (zh) * 2015-10-16 2016-07-27 浙江沙星医药化工有限公司 4-氯-2-(三氟乙酰基)苯胺盐酸盐水合物的制备方法
US11117873B2 (en) * 2015-12-08 2021-09-14 Dic Corporation Oxazine compound, composition, and cured product
CN108368218B (zh) * 2015-12-08 2020-11-06 Dic株式会社 恶嗪化合物、组合物及固化物
KR102644662B1 (ko) * 2015-12-08 2024-03-07 디아이씨 가부시끼가이샤 옥사진 화합물, 조성물 및 경화물
NL2018412B1 (en) * 2017-02-23 2018-09-17 Univ Nelson Mandela Metropolitan Method for the manufacture of efavirenz

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE343057C (de) * 1914-06-21 1921-10-25 Kalle & Co Aktien Ges Verfahren zur Darstellung von 1-Arylamino-4-oxynaphthalinen
US3280120A (en) * 1964-03-09 1966-10-18 Rexall Drug Chemical Substituted benzoxazines, process therefor and intermediates
US3526621A (en) * 1966-08-03 1970-09-01 Farmaceutical Italia Soc Substituted 3,1-benzoxazin-2-one
US3513166A (en) * 1967-05-22 1970-05-19 Robins Co Inc A H 3-(omega-aminoalkyl)-4-substituted-1,3-benzoxazine-2-ones
AU5960380A (en) * 1979-08-30 1981-03-05 A. Ehrenreich G.m.b.H. & Co. KG Bellows seal and retaining ring
DE3622262A1 (de) * 1986-07-02 1988-01-07 Bayer Ag Chromogene 3,1-benzoxazine
JPH0436252A (ja) * 1990-05-30 1992-02-06 Nippon Alkyl Alum Kk 光学活性アルキニルアルコールの製造方法
US5519021A (en) * 1992-08-07 1996-05-21 Merck & Co., Inc. Benzoxazinones as inhibitors of HIV reverse transcriptase
IL106507A (en) * 1992-08-07 1997-11-20 Merck & Co Inc Pharmaceutical compositions containing benzoxazinones and some novel compounds of this type
AU1694295A (en) * 1994-01-28 1995-08-15 Merck & Co., Inc. Benzoxazinones as inhibitors of hiv reverse transcriptase
US5663467A (en) * 1995-01-23 1997-09-02 Merck & Co., Inc. Synthesis of cyclopropylacetylene
US5633405A (en) * 1995-05-25 1997-05-27 Merck & Co., Inc. Asymmetric synthesis of (-)-6-chloro-4-cyclopropyl-ethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxanzin-2-one

Also Published As

Publication number Publication date
NZ336163A (en) 2001-04-27
UA66773C2 (ru) 2004-06-15
KR100498665B1 (ko) 2005-07-01
SI20071A (sl) 2000-04-30
CA2275323A1 (en) 1998-06-25
HRP970688A2 (en) 1998-10-31
CZ212899A3 (cs) 1999-11-17
CN1245493A (zh) 2000-02-23
BR9714031A (pt) 2000-05-09
ATE289296T1 (de) 2005-03-15
PT944610E (pt) 2005-04-29
NO992914L (no) 1999-06-15
SK285258B6 (sk) 2006-10-05
IL130684A0 (en) 2000-06-01
HUP0000168A3 (en) 2001-02-28
NO992914D0 (no) 1999-06-15
AU750047B2 (en) 2002-07-11
EE03920B1 (et) 2002-12-16
NO313236B1 (no) 2002-09-02
WO1998027073A1 (en) 1998-06-25
LV12432B (en) 2000-07-20
HUP0000168A2 (hu) 2000-09-28
JP2001507684A (ja) 2001-06-12
WO1998027073A8 (en) 1999-11-04
HU225655B1 (en) 2007-05-29
CA2275323C (en) 2003-04-08
JP4232911B2 (ja) 2009-03-04
AU5694498A (en) 1998-07-15
RO120844B1 (ro) 2006-08-30
EP0944610A1 (en) 1999-09-29
LV12432A (lv) 2000-02-20
EE9900243A (et) 1999-12-15
US5932726A (en) 1999-08-03
CN1075063C (zh) 2001-11-21
IL130684A (en) 2003-12-10
EP0944610B1 (en) 2005-02-16
PL334281A1 (en) 2000-02-14
KR20000057574A (ko) 2000-09-25
ES2235265T3 (es) 2005-07-01
DE69732525D1 (de) 2005-03-24
DE69732525T2 (de) 2006-01-12
CZ297168B6 (cs) 2006-09-13
EA002987B1 (ru) 2002-12-26
SK80399A3 (en) 2000-03-13
PL192661B1 (pl) 2006-11-30

Similar Documents

Publication Publication Date Title
EA199900552A1 (ru) Асимметрический способ получения бензоксазинонов
LV12430A (lv) Slapekli saturosi heteroaromatiski savienojumi ka xa faktora inhibitori
EA199900907A1 (ru) 4,4-дизамещенные 3,4-дигидро-2(1н)-хиназолиноны, полезные в качестве ингибиторов обратной транскриптазы вич
BRPI0418267A (pt) processo para preparar butadieno a partir de n-butano
PE20010613A1 (es) Antagonistas de la hormona concentradora de la melanina
DK1040108T3 (da) Orthoanthranilamidderivater som antikoagulanter
EA199900911A1 (ru) Асимметрический синтез бензоксазинонов через новые промежуточные соединения
DE69724630D1 (de) 4,4-disubstituierte 1,4-dihydro-2h-3,1-benzoxazin-2-one die anwendbar sind als hiv-reverstranskriptase-inhibitoren, zwischenprodukte und verfahren zu ihrer herstellung
CY1111567T1 (el) Ενδιαμεσα διβενζο (b,f) αζεπινης
EA200200471A1 (ru) Конденсированные нафтиридины в качестве ингибиторов обратной транскриптазы вич
YU3696A (sh) Poboljšana sinteza ciklopropilacetilena
ES2160410T3 (es) Preparados de complejos de protrombina inmunotolerantes.
EA199800844A1 (ru) Способ получения r-альфа-пропил-пиперониламина и его аналогов, промежуточные продукты, используемые в этом способе
DK0804410T3 (da) Fremgangsmåde til fremstilling af retrovirale proteaseinhibitor-mellemprodukter
EA199800034A1 (ru) Способ получения n-монозамещенных и n,n'-дизамещенных асимметричных циклических мочевин
EA200300579A1 (ru) Соединение лактама
EA200501046A1 (ru) Эсциталопрамгидробромид и способ его получения
TW200621735A (en) Synthesis of a benzoxazinone
ES2058901T3 (es) Procedimiento para la obtencion estereoselectiva de 8alfa,12-oxido-13,14,15,16-tetranorlabdano.
EA199800354A1 (ru) Способ получения производных камптотецина
EA199900235A1 (ru) Аморфные бензотиофены, способы получения и способы применения
ES2061622T3 (es) Metodo para la preparacion de tioles.
EA200100213A1 (ru) Способ синтеза производных (1h)-бензо[c]хинолизин-3-онов
EA199900770A1 (ru) Способ получения фармацевтических соединений
EA200000069A1 (ru) Способ получения 4-замещенных-1h-индол-3-глиоксамидов

Legal Events

Date Code Title Description
MK4A Patent expired

Designated state(s): AM AZ BY KZ KG MD TJ TM RU