IT1237798B - Processo per l'inversione stereochimica di (2s,3s)-2-ammino-3-fenil-1 ,3-propandioli nei corrispondenti enantiomeri (2r,3r). - Google Patents

Processo per l'inversione stereochimica di (2s,3s)-2-ammino-3-fenil-1 ,3-propandioli nei corrispondenti enantiomeri (2r,3r).

Info

Publication number
IT1237798B
IT1237798B IT02207589A IT2207589A IT1237798B IT 1237798 B IT1237798 B IT 1237798B IT 02207589 A IT02207589 A IT 02207589A IT 2207589 A IT2207589 A IT 2207589A IT 1237798 B IT1237798 B IT 1237798B
Authority
IT
Italy
Prior art keywords
amino
propandiols
fenyl
stereo
reversal process
Prior art date
Application number
IT02207589A
Other languages
English (en)
Other versions
IT8922075A0 (it
IT8922075A1 (it
Inventor
Marco Villa
Claudio Giordano
Silvia Cavicchioli
Silvio Levi
Original Assignee
Zambon Spa
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 Zambon Spa filed Critical Zambon Spa
Publication of IT8922075A0 publication Critical patent/IT8922075A0/it
Priority to IT02207589A priority Critical patent/IT1237798B/it
Priority to DE69015956T priority patent/DE69015956T2/de
Priority to ES90119803T priority patent/ES2066931T3/es
Priority to AT90119803T priority patent/ATE116957T1/de
Priority to EP90119803A priority patent/EP0423705B1/en
Priority to DK90119803.6T priority patent/DK0423705T3/da
Priority to JP2283237A priority patent/JP2852801B2/ja
Priority to US07/599,881 priority patent/US5202484A/en
Publication of IT8922075A1 publication Critical patent/IT8922075A1/it
Priority to US07/992,747 priority patent/US5284966A/en
Application granted granted Critical
Publication of IT1237798B publication Critical patent/IT1237798B/it
Priority to US08/127,506 priority patent/US5401852A/en
Priority to GR950400833T priority patent/GR3015686T3/el

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/31—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C07C323/32—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton having at least one of the nitrogen atoms bound to an acyclic carbon atom 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
    • C07D263/04—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D263/06—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by oxygen atoms, attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (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)
IT02207589A 1989-10-20 1989-10-20 Processo per l'inversione stereochimica di (2s,3s)-2-ammino-3-fenil-1 ,3-propandioli nei corrispondenti enantiomeri (2r,3r). IT1237798B (it)

Priority Applications (11)

Application Number Priority Date Filing Date Title
IT02207589A IT1237798B (it) 1989-10-20 1989-10-20 Processo per l'inversione stereochimica di (2s,3s)-2-ammino-3-fenil-1 ,3-propandioli nei corrispondenti enantiomeri (2r,3r).
DE69015956T DE69015956T2 (de) 1989-10-20 1990-10-16 Verfahren zur stereochemischen Inversion von (2S,3S)-2-Amino-3-phenyl-1,3-Propandiolen in ihre (2R,3R)-Enantiomere.
ES90119803T ES2066931T3 (es) 1989-10-20 1990-10-16 Procedimiento para la inversion estereoquimica de los (2s,3s)-2-amino-3-fenil-1,3-propanodioles en sus (2r,3r)-enantiomeros.
AT90119803T ATE116957T1 (de) 1989-10-20 1990-10-16 Verfahren zur stereochemischen inversion von (2s,3s)-2-amino-3-phenyl-1,3-propandiolen in ihre (2r,3r)-enantiomere.
EP90119803A EP0423705B1 (en) 1989-10-20 1990-10-16 Process for the stereochemical inversion of (2S,3S)-2-amino-3-phenyl-1,3-propanediols into their (2R,3R) enantiomers
DK90119803.6T DK0423705T3 (da) 1989-10-20 1990-10-16 Fremgangsmåde til stereokemisk inversion af (2S,3 S)-2-amino-3-phenyl-1,3-propandioler til deres tilsvarende (2R,3R)-enantiomerer
JP2283237A JP2852801B2 (ja) 1989-10-20 1990-10-19 （２ｓ，３ｓ）―２―アミノ―３―フェニル―１，３―プロパンジオールから（２ｒ，３ｒ）―鏡像異性体への変換方法
US07/599,881 US5202484A (en) 1989-10-20 1990-10-19 Process for the stereochemical inversion of (2s,3s)-2-amino-3-phenyl-1,3-propanediols into their (2r,3r) enantiomers
US07/992,747 US5284966A (en) 1989-10-20 1992-12-18 Intermediates for the stereochemical inversion of (2S,3S)-2-amino-3-phenyl-1,3-propanediols into their (2R,3R) enantiomers
US08/127,506 US5401852A (en) 1989-10-20 1993-09-28 Process for the stereochemical inversion of (2S,3S)-2-amino-3-phenyl-1,3-propanediols into their (2R,3R) enantiomers
GR950400833T GR3015686T3 (en) 1989-10-20 1995-04-04 Process for the stereochemical inversion of (2S,3S)-2-amino-3-phenyl-1,3-propanediols into their (2R,3R) enantiomers.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT02207589A IT1237798B (it) 1989-10-20 1989-10-20 Processo per l'inversione stereochimica di (2s,3s)-2-ammino-3-fenil-1 ,3-propandioli nei corrispondenti enantiomeri (2r,3r).

Publications (3)

Publication Number Publication Date
IT8922075A0 IT8922075A0 (it) 1989-10-20
IT8922075A1 IT8922075A1 (it) 1991-04-20
IT1237798B true IT1237798B (it) 1993-06-17

Family

ID=11191106

Family Applications (1)

Application Number Title Priority Date Filing Date
IT02207589A IT1237798B (it) 1989-10-20 1989-10-20 Processo per l'inversione stereochimica di (2s,3s)-2-ammino-3-fenil-1 ,3-propandioli nei corrispondenti enantiomeri (2r,3r).

Country Status (9)

Country Link
US (3) US5202484A (it)
EP (1) EP0423705B1 (it)
JP (1) JP2852801B2 (it)
AT (1) ATE116957T1 (it)
DE (1) DE69015956T2 (it)
DK (1) DK0423705T3 (it)
ES (1) ES2066931T3 (it)
GR (1) GR3015686T3 (it)
IT (1) IT1237798B (it)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5243056A (en) * 1983-06-02 1993-09-07 Zambon S.P.A. Intermediates for the preparation of 1-(phenyl)-1-hydroxy-2-amino-3-fluoro propane derivatives
CA2094810C (en) * 1990-10-25 2002-06-04 Jon E. Clark Process for preparing florfenicol, its analogs and oxazoline intermediates thereto
IT1249048B (it) 1991-02-21 1995-02-11 Zambon Spa Processo per la preparazione di trans-(5r)-2-ossazoline -2,4,5, trisostituite
US5352832A (en) * 1992-12-18 1994-10-04 Schering Corporation Asymmetric process for preparing florfenicol, thiamphenicol chloramphenicol and oxazoline intermediates
IT1271800B (it) * 1994-12-27 1997-06-09 Zambon Spa Processo di preparazione degli enantiomeri dell'acido 2- (2-fluoro- 4-bifenil) propionico
AU2003248217A1 (en) * 2003-04-04 2004-10-25 Shanghai Institute Of Organic Chemistry, Chinese Academy Of Sciences An amino alcohol ligand and its use in preparation of chiral proparglic tertiary alkohols and tertiary amines via enantioselective additon reaction
US7126005B2 (en) 2003-10-06 2006-10-24 Aurobindo Pharma Limited Process for preparing florfenicol
EP1934190A2 (en) * 2005-09-07 2008-06-25 Schering-Plough Ltd. An improved process for preparing oxazolidine protected aminodiol compounds useful as intermediates to florfenicol
US7975794B2 (en) * 2005-09-28 2011-07-12 Simmons, Inc. Suspension for tracked vehicles
US7518017B2 (en) 2006-02-17 2009-04-14 Idexx Laboratories Fenicol compounds and methods synthesizing 2-trifluoroacetamido-3-substituted propiophenone compounds
EP2173726A2 (en) * 2007-07-25 2010-04-14 Intervet International B.V. Process for preparing oxazolidine- and oxazolidinone-aminodiols
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
CN108017549A (zh) * 2017-12-07 2018-05-11 南通常佑药业科技有限公司 一种1-芳基-2-氨基-1,3-丙二醇盐酸盐衍生物的制备方法

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2483885A (en) * 1949-02-12 1949-10-04 Parke Davis & Co Nitrophenyl acyl amido alkane diols
US2538763A (en) * 1949-02-12 1951-01-23 Parke Davis & Co Phenylaminopropandiols
US2699451A (en) * 1950-11-08 1955-01-11 Parke Davis & Co Process for the production of organic amino diol derivatives
US2721207A (en) * 1952-11-01 1955-10-18 Parke Davis & Co Process for the production of amino diols and intermediate products utilized in said process
US2717268A (en) * 1952-12-16 1955-09-06 Parke Davis & Co Process for preparing phenyldichloro-acetamidopropanediols
US2744136A (en) * 1953-02-16 1956-05-01 Du Pont Amides of sulfonylserinophenones
US2742500A (en) * 1953-12-22 1956-04-17 Du Pont Resolution of phenylaminopropanediols and intermediates
US2759970A (en) * 1956-05-09 1956-08-21 Sterling Drug Inc Acylamidoaceto-mercaptophenones
US3962271A (en) * 1974-03-04 1976-06-08 Tenneco Chemicals, Inc. Monocyclic polyoxymethyleneoxazolidines and biocidal compositions containing same
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
US5105009A (en) * 1983-06-02 1992-04-14 Zambon S.P.A. Intermediates for the preparation of 1-(phenyl)-1-hydroxy-2-amino-3-fluoropropane derivatives
EP0677511A3 (en) * 1983-06-02 1996-07-24 Zambon Spa Intermediates for the production of 1-phenyl-1-hydroxy-2-amino-3-fluoropropane derivatives.
IT1164387B (it) * 1983-08-05 1987-04-08 Zambon Spa Derivati n-sostituiti dell'1-(4'-alchilsulfonilfenil)-2-ammino-1,3-propandiolo
IT1164389B (it) * 1983-08-05 1987-04-08 Zambon Spa Derivati n-sostituiti dell'1-(4'-alchiltiofenil)-2-ammino-1,3-propandiolo
US4782163A (en) * 1984-10-05 1988-11-01 Smithkline Beckman Corporation 2-(2-halo-3,4-dimethoxybenzyl)-5-(4-methoxyphenyl)-oxazolidines
US4723986A (en) * 1986-05-19 1988-02-09 Stauffer Chemical Company Herbicidal oxazolidines and methods of use

Also Published As

Publication number Publication date
JPH03188050A (ja) 1991-08-16
DK0423705T3 (da) 1995-03-27
EP0423705A3 (en) 1992-05-06
US5202484A (en) 1993-04-13
US5401852A (en) 1995-03-28
IT8922075A0 (it) 1989-10-20
EP0423705A2 (en) 1991-04-24
DE69015956D1 (de) 1995-02-23
US5284966A (en) 1994-02-08
IT8922075A1 (it) 1991-04-20
JP2852801B2 (ja) 1999-02-03
ATE116957T1 (de) 1995-01-15
EP0423705B1 (en) 1995-01-11
GR3015686T3 (en) 1995-07-31
ES2066931T3 (es) 1995-03-16
DE69015956T2 (de) 1995-06-08

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Legal Events

Date Code Title Description
0001 Granted
TA Fee payment date (situation as of event date), data collected since 19931001

Effective date: 19940929