ATE255571T1 - Methode zur trennung von racemischen mischungen von 5-substituierten 4-hydroxy-2-furanonen - Google Patents
Methode zur trennung von racemischen mischungen von 5-substituierten 4-hydroxy-2-furanonenInfo
- Publication number
- ATE255571T1 ATE255571T1 AT99959638T AT99959638T ATE255571T1 AT E255571 T1 ATE255571 T1 AT E255571T1 AT 99959638 T AT99959638 T AT 99959638T AT 99959638 T AT99959638 T AT 99959638T AT E255571 T1 ATE255571 T1 AT E255571T1
- Authority
- AT
- Austria
- Prior art keywords
- substituted
- pure
- furanones
- hydroxy
- salt
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title abstract 2
- -1 5-substituted 4-hydroxyfuran-2-ones Chemical class 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 238000001914 filtration Methods 0.000 abstract 2
- ZHMVZMVCQXIGQY-UHFFFAOYSA-N 3,4-dihydroxy-3h-furan-2-one Chemical class OC1C(O)=COC1=O ZHMVZMVCQXIGQY-UHFFFAOYSA-N 0.000 abstract 1
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- RHDGNLCLDBVESU-UHFFFAOYSA-N but-3-en-4-olide Chemical compound O=C1CC=CO1 RHDGNLCLDBVESU-UHFFFAOYSA-N 0.000 abstract 1
- KMPWYEUPVWOPIM-KODHJQJWSA-N cinchonidine Chemical compound C1=CC=C2C([C@H]([C@H]3[N@]4CC[C@H]([C@H](C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-KODHJQJWSA-N 0.000 abstract 1
- KMPWYEUPVWOPIM-UHFFFAOYSA-N cinchonidine Natural products C1=CC=C2C(C(C3N4CCC(C(C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-UHFFFAOYSA-N 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 230000008020 evaporation Effects 0.000 abstract 1
- 239000012452 mother liquor Substances 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 239000011877 solvent mixture Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D307/62—Three oxygen atoms, e.g. ascorbic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D307/60—Two oxygen atoms, e.g. succinic anhydride
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Furan Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/IB1999/002068 WO2001049671A1 (en) | 1999-12-29 | 1999-12-29 | Methods for resolving racemic mixtures of 5-substituted 4-hydroxy-2-furanones |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE255571T1 true ATE255571T1 (de) | 2003-12-15 |
Family
ID=11004950
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT99959638T ATE255571T1 (de) | 1999-12-29 | 1999-12-29 | Methode zur trennung von racemischen mischungen von 5-substituierten 4-hydroxy-2-furanonen |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6613919B2 (de) |
| EP (1) | EP1246811B1 (de) |
| AT (1) | ATE255571T1 (de) |
| AU (1) | AU1676300A (de) |
| CA (1) | CA2406816A1 (de) |
| DE (1) | DE69913390D1 (de) |
| WO (1) | WO2001049671A1 (de) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200812963A (en) | 2006-04-13 | 2008-03-16 | Euro Celtique Sa | Benzenesulfonamide compounds and the use thereof |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB565474A (en) * | 1941-12-13 | 1944-11-13 | Nat Oil Prod Co | A process of synthesising aldehydes and lactones |
| GB605444A (en) * | 1943-11-27 | 1948-07-23 | Merck & Co Inc | Improvements in or relating to the resolution of racemic ª‡-hydroxy-ª‰-ª‰-dimethyl-ª†-butyrolactone |
| GB773174A (en) * | 1954-09-09 | 1957-04-24 | Upjohn Co | Resolution of d,l-pantolactone |
| US3541139A (en) * | 1967-10-19 | 1970-11-17 | American Cyanamid Co | Resolution of racemic alpha-hydroxy-beta,beta-dimethyl-gamma- butyrolactone |
| LU66433A1 (de) | 1972-11-08 | 1973-02-01 | ||
| DK134937C (da) * | 1974-01-30 | 1977-07-11 | Basf Ag | Fremgangsmade til racematspaltning af pantolacton |
| JPS51108061A (en) * | 1975-03-19 | 1976-09-25 | Asahi Chemical Ind | d*ll asukorubinsanno bunriho |
| FI875602L (fi) * | 1986-12-23 | 1988-06-24 | Ciba Geigy Ag | Optiskt aktivt tetrahydro-2-furanonderivat saosom miksobicid. |
| US5504108A (en) * | 1990-01-12 | 1996-04-02 | The Ohio State University Research Foundation | Optically pure 4-aryl-2-hydroxytetronic acids |
| JPH07285955A (ja) * | 1994-04-21 | 1995-10-31 | Daicel Chem Ind Ltd | ５−ヒドロキシ−２（５ｈ）−フラノン誘導体の光学異性体分離法 |
| JPH0940667A (ja) * | 1995-07-26 | 1997-02-10 | Mitsui Toatsu Chem Inc | ピロリジノン誘導体およびその光学分割方法 |
| DE19535762A1 (de) | 1995-09-26 | 1997-03-27 | Basf Ag | Verfahren zur Racematspaltung |
| US6005000A (en) | 1996-08-22 | 1999-12-21 | Oxis International, Inc. | 5,5-Disubstituted-3, 4-dihydroxy-2(5H)-furanones and methods of use therefor |
-
1999
- 1999-12-29 DE DE69913390T patent/DE69913390D1/de not_active Expired - Lifetime
- 1999-12-29 CA CA002406816A patent/CA2406816A1/en not_active Abandoned
- 1999-12-29 WO PCT/IB1999/002068 patent/WO2001049671A1/en not_active Ceased
- 1999-12-29 AU AU16763/00A patent/AU1676300A/en not_active Abandoned
- 1999-12-29 AT AT99959638T patent/ATE255571T1/de not_active IP Right Cessation
- 1999-12-29 EP EP99959638A patent/EP1246811B1/de not_active Expired - Lifetime
-
2002
- 2002-06-28 US US10/184,797 patent/US6613919B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| EP1246811A1 (de) | 2002-10-09 |
| US6613919B2 (en) | 2003-09-02 |
| WO2001049671A1 (en) | 2001-07-12 |
| AU1676300A (en) | 2001-07-16 |
| US20030065196A1 (en) | 2003-04-03 |
| CA2406816A1 (en) | 2001-07-12 |
| EP1246811B1 (de) | 2003-12-03 |
| DE69913390D1 (de) | 2004-01-15 |
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Legal Events
| Date | Code | Title | Description |
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| RER | Ceased as to paragraph 5 lit. 3 law introducing patent treaties |