UA43331C2 - Спосіб асиметричного одержання флорфеніколу, спосіб регіовибіркового розкриття хірального епоксиду та спосіб одержання r, s- ізомеру флорфеніколу - Google Patents

Спосіб асиметричного одержання флорфеніколу, спосіб регіовибіркового розкриття хірального епоксиду та спосіб одержання r, s- ізомеру флорфеніколу

Info

Publication number
UA43331C2
UA43331C2 UA95073385A UA95073385A UA43331C2 UA 43331 C2 UA43331 C2 UA 43331C2 UA 95073385 A UA95073385 A UA 95073385A UA 95073385 A UA95073385 A UA 95073385A UA 43331 C2 UA43331 C2 UA 43331C2
Authority
UA
Ukraine
Prior art keywords
obtaining
florfenicol
florfenikola
assimetric
isomer
Prior art date
Application number
UA95073385A
Other languages
English (en)
Russian (ru)
Inventor
Ву Гуанг-Зонг
Тормос I Ванда
Тормос И. Ванда
Original Assignee
Шерінг Корпорейшн
Шеринг Корпорейшн
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 Шерінг Корпорейшн, Шеринг Корпорейшн filed Critical Шерінг Корпорейшн
Publication of UA43331C2 publication Critical patent/UA43331C2/uk

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C315/00—Preparation of sulfones; Preparation of sulfoxides
    • C07C315/04—Preparation of sulfones; Preparation of sulfoxides by reactions not involving the formation of sulfone or sulfoxide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • 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
    • 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
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (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)
  • Epoxy Compounds (AREA)

Abstract

Спосіб асиметричного отримання флорфеніколу формули (I) включає стадію регіовибіркового розкриття хірального епоксиду формули (II) шляхом послідовної обробки сильною основою, кислотою Л’юіса й діхлорацетонітрилом.
UA95073385A 1992-12-18 1993-12-15 Спосіб асиметричного одержання флорфеніколу, спосіб регіовибіркового розкриття хірального епоксиду та спосіб одержання r, s- ізомеру флорфеніколу UA43331C2 (uk)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/993,932 US5352832A (en) 1992-12-18 1992-12-18 Asymmetric process for preparing florfenicol, thiamphenicol chloramphenicol and oxazoline intermediates
PCT/US1993/012071 WO1994014764A1 (en) 1992-12-18 1993-12-15 Asymmetric process for preparing florfenicol, thiamphenicol, chloramphenicol and oxazoline intermediates

Publications (1)

Publication Number Publication Date
UA43331C2 true UA43331C2 (uk) 2001-12-17

Family

ID=25540089

Family Applications (1)

Application Number Title Priority Date Filing Date
UA95073385A UA43331C2 (uk) 1992-12-18 1993-12-15 Спосіб асиметричного одержання флорфеніколу, спосіб регіовибіркового розкриття хірального епоксиду та спосіб одержання r, s- ізомеру флорфеніколу

Country Status (20)

Country Link
US (1) US5352832A (uk)
EP (1) EP0674618B1 (uk)
JP (1) JP3428016B2 (uk)
KR (1) KR100284216B1 (uk)
AT (1) ATE170835T1 (uk)
AU (1) AU676003B2 (uk)
CA (1) CA2152089C (uk)
CZ (1) CZ287461B6 (uk)
DE (1) DE69320986T2 (uk)
DK (1) DK0674618T3 (uk)
ES (1) ES2120605T3 (uk)
FI (1) FI109295B (uk)
HU (1) HU225110B1 (uk)
NO (1) NO303575B1 (uk)
NZ (1) NZ259239A (uk)
PL (1) PL177891B1 (uk)
RU (1) RU2126383C1 (uk)
SK (1) SK281701B6 (uk)
UA (1) UA43331C2 (uk)
WO (1) WO1994014764A1 (uk)

Families Citing this family (49)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5332835A (en) * 1984-02-03 1994-07-26 Zambon S.P.A. Process for fluorinating 1-phenyl-2-amino-1,3-propanediol compounds and new oxazoline compounds useful in this process
US5360811A (en) * 1990-03-13 1994-11-01 Hoechst-Roussel Pharmaceuticals Incorporated 1-alkyl-, 1-alkenyl-, and 1-alkynylaryl-2-amino-1,3-propanediols and related compounds as anti-inflammatory agents
DE4437932A1 (de) * 1994-10-24 1996-04-25 Bayer Ag Verfahren zur Herstellung von in einer Seitenkette fluorierten Alkyloxazolen und neue, in einer Seitenkette fluorierte Alkyloxazole
SK4202000A3 (en) * 1997-09-24 2000-10-09 Merck & Co Inc Process of making 3-aryloxy-4-aryl furan-2-ones useful as inhibitors of cox-2
CN1649829A (zh) * 2002-03-08 2005-08-03 先灵-普劳有限公司 新型氟苯尼考类抗生素
US7439268B2 (en) * 2003-07-18 2008-10-21 Idexx Laboratories Compositions containing prodrugs of florfenicol and methods of use
US20050049210A1 (en) * 2003-08-27 2005-03-03 Idexx Laboratories, Inc. Methods for the controlled delivery of pharmacologically active compounds
US7126005B2 (en) * 2003-10-06 2006-10-24 Aurobindo Pharma Limited Process for preparing florfenicol
CA2550660C (en) * 2003-12-23 2011-03-15 Schering-Plough Ltd. Florfenicol prodrug having improved water solubility
US7361689B2 (en) * 2003-12-31 2008-04-22 Schering-Plough Animal Health Corporation Antibacterial 1-(4-mono- and di-halomethylsulphonylphenyl)-2-acylamino-3-fluoroproponals and preparation thereof
KR101289115B1 (ko) * 2004-08-13 2013-07-23 엠에스디 인터내셔널 홀딩즈 게엠베하 항생제인 트리아졸 및 코르티코스테로이드를 포함하는약제학적 제형
BRPI0515917A (pt) 2004-09-23 2008-08-12 Schering Plough Ltd controle de parasitas em animais pelo uso de novos derivados de éter de oxima de trifluorometanossulfonanilida
EP1811841B1 (en) * 2004-11-19 2009-10-28 Schering-Plough Ltd. Control of parasites in animals by the use of parasiticidal 2-phenyl-3-(1h-pyrrol-2-yl) acrylonitrile derivatives
PL1830885T3 (pl) * 2004-12-21 2009-04-30 Intervet Int Bv Iniekcyjna kompozycja weterynaryjna zawierająca florfenikol
WO2006135648A2 (en) * 2005-06-09 2006-12-21 Schering-Plough Ltd. Control of parasites in animals by n-[(phenyloxy)phenyl]-1,1,1-trifluoromethanesulfonamide and n-[(phenylsulfanyl)phenyl]-1,1,1-trifluoromethanesulfonamide derivatives
US8119667B2 (en) * 2005-12-29 2012-02-21 Schering-Plough Animal Health Corporation Carbonates of fenicol antibiotics
US7518017B2 (en) 2006-02-17 2009-04-14 Idexx Laboratories Fenicol compounds and methods synthesizing 2-trifluoroacetamido-3-substituted propiophenone compounds
US20070238700A1 (en) * 2006-04-10 2007-10-11 Winzenberg Kevin N N-phenyl-1,1,1-trifluoromethanesulfonamide hydrazone derivative compounds and their usage in controlling parasites
WO2008076259A1 (en) * 2006-12-13 2008-06-26 Schering-Plough Ltd. Water-soluble prodrugs of florfenicol and its analogs
CA2672795A1 (en) * 2006-12-13 2008-06-26 Schering-Plough Ltd. Water-soluble prodrugs of chloramphenicol, thiamphenicol, and analogs thereof
MX2009011642A (es) * 2007-04-27 2010-01-29 Schering Plough Ltd Compuestos y metodos para potenciar la solubilidad de florfenicol y antibioticos estructuralmente relacionados utilizando ciclodextrinas.
TWI430995B (zh) 2007-06-26 2014-03-21 Du Pont 萘異唑啉無脊椎有害動物控制劑
KR101769728B1 (ko) 2007-06-27 2017-08-18 이 아이 듀폰 디 네모아 앤드 캄파니 동물 해충 방제 방법
US7550625B2 (en) * 2007-10-19 2009-06-23 Idexx Laboratories Esters of florfenicol
NZ585219A (en) 2007-11-09 2012-11-30 Intervet Int Bv Fast release solid formulation, preparation and use thereof
TWI468407B (zh) 2008-02-06 2015-01-11 Du Pont 中離子農藥
WO2010014566A2 (en) 2008-07-30 2010-02-04 Intervet International B.V. Process for preparing oxazoline-protected aminodiol compounds useful as intermediates to florfenicol
CN101337916B (zh) * 2008-08-12 2011-02-16 张家港市恒盛药用化学有限公司 氟苯尼考磺酸酯及其盐以及它们的制备方法
US20120122680A1 (en) 2009-08-05 2012-05-17 E.I. Du Pont De Nemours And Company Mesoionic pesticides
UA110924C2 (uk) 2009-08-05 2016-03-10 Е. І. Дю Пон Де Немур Енд Компані Мезоіонні пестициди
UA107804C2 (xx) 2009-08-05 2015-02-25 Du Pont Суміші мезоіонних пестицидів
KR20120050467A (ko) 2009-08-05 2012-05-18 이 아이 듀폰 디 네모아 앤드 캄파니 메소이온성 살충제
BRPI1002023A2 (pt) 2010-03-01 2011-10-25 Nanocore Biotecnologia S A forma farmacêutica sólida de dissolução rápida para tratamento de infecções bacterianas
UA108881C2 (xx) 2010-05-27 2015-06-25 Кристалічна форма 4-$5-$3-хлор-5-(трифторметил)феніл]-4,5-дигідро-5-(трифторметил)-3-ізоксазоліл]-n-$2-оксо-2-$(2,2,2-трифторетил)аміно]етил]-1-нафталінкарбоксаміду
CN101921214B (zh) * 2010-08-03 2013-04-10 复旦大学 反式对甲砜基肉桂醇的合成方法
WO2012087630A1 (en) 2010-12-20 2012-06-28 E.I. Du Pont De Nemours And Company Pyridine and pyrimidine compounds for controlling invertebrate
WO2012105574A1 (ja) * 2011-01-31 2012-08-09 国立大学法人長崎大学 光学活性化合物又はその塩の製造方法
CN102417472B (zh) * 2011-12-12 2013-11-13 齐鲁动物保健品有限公司 一种氟苯尼考的制备方法
WO2013158422A1 (en) 2012-04-17 2013-10-24 E. I. Du Pont De Nemours And Company Heterocyclic compounds for controlling invertebrate pests
CN102827042B (zh) * 2012-09-17 2013-11-06 湖北美天生物科技有限公司 氟苯尼考的手性合成方法
CN102863361B (zh) * 2012-10-17 2014-03-12 湖北美天生物科技有限公司 甲砜霉素的手性催化合成方法
CN102911133B (zh) * 2012-10-31 2014-07-02 绍兴民生医药有限公司 (4r,5r)-2-二氯甲基-4,5-二氢-5-(4-甲砜基苯基)-4-恶唑甲醇的纯化方法
CN103336072A (zh) * 2013-06-19 2013-10-02 湖北龙翔药业有限公司 一种测定氟苯尼考中手性活性成分含量的方法
CN103880719A (zh) * 2014-03-27 2014-06-25 张家港威胜生物医药有限公司 一种制备氟苯尼考琥珀酸酯的方法
WO2015157927A1 (zh) * 2014-04-16 2015-10-22 湖北美天生物科技有限公司 氟苯尼考的合成方法
CN103980167B (zh) * 2014-04-17 2016-06-08 天津大学 一种无定形氟苯尼考及其制备方法
CN106349130B (zh) * 2016-08-25 2018-01-23 潍坊大有生物化工有限公司 一种新的氟苯尼考的合成方法
CN111153838B (zh) * 2020-01-19 2021-08-24 浙江大学宁波理工学院 一种氟苯尼考的合成方法
CN113185473B (zh) * 2021-06-30 2021-10-08 山东国邦药业有限公司 一种氟苯尼考中间体氟甲砜噁唑的制备方法

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4235842A (en) * 1978-10-27 1980-11-25 Ryder International Corporation Temperature cycle indicating means for a sterilizer unit
ES488154A0 (es) * 1979-02-05 1981-04-16 Schering Corp Un procedimiento para la preparacion de un compuesto d-(treo-1-aril-2-acilamido-3-fluor-1-propanol
US4235892A (en) * 1979-02-05 1980-11-25 Schering Corporation, Patent Dept. 1-Aryl-2-acylamido-3-fluoro-1-propanols, methods for their use as antibacterial agents and compositions useful therefor
US4361557A (en) * 1980-01-28 1982-11-30 Schering Corporation 1-Aryl-2-acylamido-3-fluoro-1-propanol acylates, methods for their use as anti-bacterial agents and compositions useful therefor
IT1173213B (it) * 1984-02-03 1987-06-18 Zambon Spa Procedimento per fluorurare alcuni derivati dall'1l-fenil-2-ammino-1,3-propandiolo e loro intermedi
US4900847A (en) * 1985-04-04 1990-02-13 Massachusetts Institute Of Technology Catalytic asymmetric epoxidation
US4876352A (en) * 1988-09-14 1989-10-24 Schering Corporation Pressurized fluorination of hydroxy alkyl groups
IT1237798B (it) * 1989-10-20 1993-06-17 Zambon Spa Processo per l'inversione stereochimica di (2s,3s)-2-ammino-3-fenil-1 ,3-propandioli nei corrispondenti enantiomeri (2r,3r).
CA2023600A1 (en) * 1990-08-29 1992-02-23 Wilfred P. Shum Asymmetric epoxidation using a chiral hydroperoxide
NZ250394A (en) * 1990-10-25 1994-10-26 Schering Corp Fluorinated and hydroxylated oxazoline compounds
EP0555412B1 (en) * 1990-10-31 1997-01-08 BAXTER INTERNATIONAL INC. (a Delaware corporation) Over-the-wire catheter
EP0563364A4 (en) * 1991-10-18 1994-08-17 Baxter Int Bone marrow kit
EP0925705A1 (en) * 1996-09-16 1999-06-30 Ericsson Inc. Using number portability database to solve call tromboning

Also Published As

Publication number Publication date
FI109295B (fi) 2002-06-28
DK0674618T3 (da) 1999-02-22
HU225110B1 (en) 2006-06-28
JP3428016B2 (ja) 2003-07-22
JPH08504819A (ja) 1996-05-28
CA2152089C (en) 2006-10-24
ES2120605T3 (es) 1998-11-01
AU676003B2 (en) 1997-02-27
CA2152089A1 (en) 1994-07-07
HU9501776D0 (en) 1995-08-28
KR100284216B1 (ko) 2001-04-02
CZ287461B6 (en) 2000-11-15
PL177891B1 (pl) 2000-01-31
ATE170835T1 (de) 1998-09-15
EP0674618A1 (en) 1995-10-04
SK281701B6 (sk) 2001-07-10
CZ159895A3 (en) 1996-01-17
WO1994014764A1 (en) 1994-07-07
DE69320986D1 (de) 1998-10-15
US5352832A (en) 1994-10-04
DE69320986T2 (de) 1999-03-04
AU5748494A (en) 1994-07-19
NO303575B1 (no) 1998-08-03
FI952872L (fi) 1995-06-12
PL309393A1 (en) 1995-10-02
NO952425L (no) 1995-06-16
KR950704244A (ko) 1995-11-17
FI952872A0 (fi) 1995-06-12
EP0674618B1 (en) 1998-09-09
SK77795A3 (en) 1995-12-06
HUT72669A (en) 1996-05-28
NZ259239A (en) 1996-04-26
RU2126383C1 (ru) 1999-02-20
NO952425D0 (no) 1995-06-16

Similar Documents

Publication Publication Date Title
UA43331C2 (uk) Спосіб асиметричного одержання флорфеніколу, спосіб регіовибіркового розкриття хірального епоксиду та спосіб одержання r, s- ізомеру флорфеніколу
MD1632F2 (en) Bicyclic compounds, method of inhibiting the tyrosine kinases receptors as epidermal growth factor, pharmaceutical composition, methods of preventing blastocyte implantation and treatment of mammals
GR3026422T3 (en) Agent for regulating the greasiness of the skin.
YU44573B (en) Process for obtaining hypoglicemic thiazolidindione
HU205550B (en) Process for producing pyroxycam solution of increased stability, free from effects damaging tussues
UA8017A1 (uk) Спосіб отримання похідних хінолінкарбонової кислоти
HU9303030D0 (en) Process for preparation of l-5-(2-acetoxi-propionyl-amino)-2,4,6-trijodo-dichloro-isophtalic acid
EP0161575A3 (en) B-carboline-3-carboxylic acid derivatives, method of preparing the same and their use
AU2659088A (en) Method for the treatment of anxiety
HUT42770A (en) Process for preparing novel pyrrolo-benzimidazole derivatives, pyrrolo -benzoxazole derivatives and pyrrolo-benzthiazole derivatives and pharmaceutical compositions comprising the same
GR852181B (uk)
HUT40084A (en) Process for producing isoquinoline derivatives
HUT71513A (en) 2-substituted-(3-chlorophenyl)-3,6-diazahexanoic acid derivatives for producing alkil-trazodone derivatives and process for producing them
ATE229006T1 (de) Verfahren zur herstellung von schwefelhaltigen imidazolderivaten und erhaltene zwischenprodukte
HU912646D0 (en) Process for the improving of bone formation while treating osteomalacia
PL247724A1 (en) Process for preparing 1,8-dihydoxy-10-acyl-9-anthrones,especially for treatment of psoriasis
PL285062A1 (en) Method of obtaining novel 2-hydroxy-3-phenoxypropylamine derivatives
HUT36783A (en) Process for preparing 1,7-diphenyl-3-methyl-aza-7-cyano-8-methyl-nonane
GB2201425B (en) Method of producing diamond-impregnated coatings
GB8820704D0 (en) Method & apparatus for alloying of coatings
IL70720A0 (en) (-)-antipode of(e)-1-cyclohexyl-4,4-dimethyl-3-hydroxy-2-(1,2,4-triazol-1-yl)-pent-1-ene,its preparation and its use as plant growth regulant
SU1253426A1 (ru) "cпocoб пoлучehия пpoизboдhыx 1,1,2-tpифehилпpoпeha или иx ctepeoизomepob,или cmecи ctepeoизomepob,или иx kиcлotho-aддиtиbhыx coлeй"
GR1001203B (el) Μεθοδος παρασκευης της ενωσεως 24r-σκυμνολη.
ATE129238T1 (de) Verfahren zur herstellung von substituierten pyridylalkylketonen.
HUT43993A (en) Process for racemization of chrisantheme acid or its esthers