AR073260A1 - Proceso para la preparacion de compuestos de aminodiol protegidos con oxazolina utiles como productos intermedios de florfenicol - Google Patents

Proceso para la preparacion de compuestos de aminodiol protegidos con oxazolina utiles como productos intermedios de florfenicol

Info

Publication number
AR073260A1
AR073260A1 ARP090102892A ARP090102892A AR073260A1 AR 073260 A1 AR073260 A1 AR 073260A1 AR P090102892 A ARP090102892 A AR P090102892A AR P090102892 A ARP090102892 A AR P090102892A AR 073260 A1 AR073260 A1 AR 073260A1
Authority
AR
Argentina
Prior art keywords
alkyl
phenyl
alkoxy
substituted
halogens
Prior art date
Application number
ARP090102892A
Other languages
English (en)
Original Assignee
Intervet Int Bv
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 Intervet Int Bv filed Critical Intervet Int Bv
Publication of AR073260A1 publication Critical patent/AR073260A1/es

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
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/10—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D263/14—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Se divulgan procesos para preparar compuestos de oxazolina. Estos compuestos de oxazolina son productos intermedios utiles para la preparacion de Florfenicol y compuestos relacionados. Reivindicacion 1: Un proceso para preparar un compuesto de oxazolina de formula 3: en la cual: R1 es hidrogeno, metiltio, metilsulfoxi, metilsulfonilo, fluorometiltio, fluorometilsulfoxi, fluorometilsulfonilo, nitro, fluoro, bromo, cloro, acetilo, bencilo, fenilo, fenilo halo sustituido, alquilo C1-6, haloalquilo C1-6 cicloalquilo C3-8, alquenilo C2-6, alquinilo C2-6, alcoxi C1-6, aralquilo C1-6, aralquenilo C2-6, o grupo heterocíclico C3-6; R2 es hidrogeno, alquilo C1-6, haloalquilo C1-6, dihaloalquilo C1-6, trihaloalquilo C1-6, CH2CI, CHCI2, CCI3, CH2Br, CHBr2, CBr3, CH2F, CHF2, CF3, cicloalquilo C3-8, ciclohaloalquilo C3-8, ciclodihaloalquilo C3-8, ciclotrihaloalquilo C3-8, alquenilo C2-6, alquinilo C2-6, alcoxi C1-6, aralquilo C1-6, aralquenilo C2-6, grupo heterocíclico C3-6, bencilo, fenilo o fenil alquilo donde el anillo fenilo puede estar sustituido por uno o dos halogenos, alquilo C1-6 o alcoxi C1-6; alquilcarboxi C1-6, haloalquilcarboxi C1-6, cicloalquilcarboxi C3-8, alquenilcarboxi C2-6, alquenilcarboxi C2-6, alquinilcarboxi C2-6, alcoxicarboxi C1-6, carboxi C3-6, heterocíclico, bencilcarboxi, fenilcarboxi, fenil alquilcarboxi donde el anillo fenilo puede estar sustituido por uno o dos halogenos, alquilo C1-6 o alcoxi C1-6 o una sal de adicion de ácido del mismo; y R3 es hidrogeno, alquilo C1-6, cicloalquilo C3-8, bencilo, fenilo o fenil alquilo donde el anillo fenilo puede estar sustituido por uno o dos halogenos, alquilo C1-6 o alcoxi C1-6; el cual comprende: hacer reaccionar un compuesto de formula 2 o una sal de adicion de ácido del mismo: en la cual: R4 es hidrogeno, alquilo C1-6, haloalquilo C1-6, cicloalquilo C3-8, alquenilo C2-6, alquinilo C2-6, alcoxi C1-6, aralquilo C1-6, aralquenilo C2-6, o grupo heterocíclico C3-6, bencilo, fenilo o fenil alquilo donde el anillo fenilo puede estar sustituido por uno o dos halogenos, alquilo C1-6 o alcoxi C1-6 o una sal de adicion de ácido del mismo, con un compuesto 2-amino-3-hidroxi propanoato de formula 3: en presencia de un solvente para formar un compuesto de formula 1.
ARP090102892A 2008-07-30 2009-07-29 Proceso para la preparacion de compuestos de aminodiol protegidos con oxazolina utiles como productos intermedios de florfenicol AR073260A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US8490008P 2008-07-30 2008-07-30

Publications (1)

Publication Number Publication Date
AR073260A1 true AR073260A1 (es) 2010-10-28

Family

ID=41393569

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP090102892A AR073260A1 (es) 2008-07-30 2009-07-29 Proceso para la preparacion de compuestos de aminodiol protegidos con oxazolina utiles como productos intermedios de florfenicol

Country Status (8)

Country Link
US (1) US8314252B2 (es)
EP (1) EP2321269B1 (es)
JP (1) JP2011529895A (es)
KR (1) KR20110038723A (es)
CN (1) CN102131772B (es)
AR (1) AR073260A1 (es)
CA (1) CA2732017A1 (es)
WO (1) WO2010014566A2 (es)

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EP2321269B1 (en) 2008-07-30 2018-09-19 Intervet International B.V. Process for preparing oxazoline-protected aminodiol compounds useful as intermediates to florfenicol
CN101921240A (zh) * 2010-09-15 2010-12-22 复旦大学 2位取代的(4s,5r)-4-氟甲基-5-（4-甲砜基苯基）-4,5-二氢噁唑啉的合成方法
CN102491953A (zh) * 2011-12-05 2012-06-13 江西日上化工有限公司 一种合成氟苯尼考中间体rt0131的方法
CN103254147B (zh) * 2013-04-19 2016-04-06 浙江科技学院 一种d-苏式-2-(二氯甲基)-4,5-二氢-5-[对-（甲砜基）苯基]-4-噁唑甲醇的制备方法
CN103304505A (zh) * 2013-06-06 2013-09-18 江苏恒盛药业有限公司 一种氟苯尼考中间体的制备方法
CN103570638A (zh) * 2013-11-07 2014-02-12 湖北中牧安达药业有限公司 一种氟苯尼考中间体环合物的合成方法
CN103936638B (zh) * 2014-04-16 2015-12-02 湖北美天生物科技有限公司 氟苯尼考的合成方法
CN103980168A (zh) * 2014-05-29 2014-08-13 京山瑞生制药有限公司 一种高纯度氟苯尼考的合成新方法
CN106278964B (zh) * 2016-07-31 2018-01-16 浙江润康药业有限公司 氟苯尼考的制备方法
CN109776364A (zh) * 2017-11-10 2019-05-21 和鼎（南京）医药技术有限公司 一种氟苯尼考中间体v的制备方法及利用该中间体v的氟苯尼考制备方法
CN109776365A (zh) * 2017-11-14 2019-05-21 江苏恒盛药业有限公司 一种采用微通道反应器连续化制备氟化试剂和氟化物的方法
CN111978218A (zh) * 2019-05-24 2020-11-24 上海博璞诺科技发展有限公司 一种氟苯尼考的合成方法
CN110229087B (zh) * 2019-07-02 2020-11-24 绍兴民生医药股份有限公司 (1r,2r)-1-[(4-甲磺酰基)苯基]-2-氨基-1,3-丙二醇的纯化方法
CN110218199B (zh) * 2019-07-09 2021-06-08 京山瑞生制药有限公司 一种氟苯尼考环合物中间体的制备方法
CN116041271A (zh) * 2022-12-29 2023-05-02 山东微研生物科技有限公司 一种氟苯尼考中间体的制备方法

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Also Published As

Publication number Publication date
CN102131772A (zh) 2011-07-20
EP2321269A2 (en) 2011-05-18
JP2011529895A (ja) 2011-12-15
WO2010014566A3 (en) 2010-05-20
US8314252B2 (en) 2012-11-20
WO2010014566A2 (en) 2010-02-04
US20110166359A1 (en) 2011-07-07
KR20110038723A (ko) 2011-04-14
EP2321269B1 (en) 2018-09-19
CN102131772B (zh) 2015-03-11
CA2732017A1 (en) 2010-02-04

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