ES2096066T3 - Procedimiento de desdoblamiento de hidantoinas quirales. - Google Patents
Procedimiento de desdoblamiento de hidantoinas quirales.Info
- Publication number
- ES2096066T3 ES2096066T3 ES92900281T ES92900281T ES2096066T3 ES 2096066 T3 ES2096066 T3 ES 2096066T3 ES 92900281 T ES92900281 T ES 92900281T ES 92900281 T ES92900281 T ES 92900281T ES 2096066 T3 ES2096066 T3 ES 2096066T3
- Authority
- ES
- Spain
- Prior art keywords
- pct
- hydantoin
- lower alkyl
- radical
- enantiomer
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Lifetime
Links
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 title abstract 3
- 229940091173 hydantoin Drugs 0.000 title abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 239000000243 solution Substances 0.000 abstract 2
- RQEUFEKYXDPUSK-UHFFFAOYSA-N 1-phenylethylamine Chemical compound CC(N)C1=CC=CC=C1 RQEUFEKYXDPUSK-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000012670 alkaline solution Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 150000001469 hydantoins Chemical class 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/74—Two oxygen atoms, e.g. hydantoin with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to other ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Electrochromic Elements, Electrophoresis, Or Variable Reflection Or Absorption Elements (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
PROCESO DE DESDOBLAMIENTO DE HIDANTOINAS QUIRALES DE FORMULA GENERAL (I) EN LA QUE: R1 REPRESENTA UN RADICAL ALQUILO INFERIOR QUE COMPRENDE DE 1 A 5 ATOMOS DE CARBONO EN CADENA LINEAL O RAMIFICADA, R2 REPRESENTA UN RADICAL FENILO EVENTUALMENTE MONO, DI O TRISUSTITUIDO POR RADICALES ALQUILO O ALCOXI INFERIORES O ATOMOS DE HALOGENO, IDENTICOS O DIFERENTES, O UN RADICAL HETEROARILO QUE CONTIENE UN CICLO DE 5 A 7 ESLABONES EN EL QUE EL UNICO HETEROATOMO ES EL NITROGENO, EL OXIGENO O EL AZUFRE, O TAMBIEN UN RADICAL ARALQUILO CUYA PARTE ALQUILO COMPRENDE UNO O DOS ATOMOS DE CARBONO Y EL CICLO ARILO ES UN GRUPO FENILO EVENTUALMENTE MONO, DI O TRISUSTITUIDO POR RADICALES QUE SON ALQUILO O ALCOXI INFERIORES O ATOMOS DE HALOGENO, IDENTICOS O DIFERENTES. SE DISUELVE LA HIDANTOINA (I) A DESDOBLAR EN UN ALCOHOL O UNA SOLUCION ALCALINA, SE AÑADE A LA SOLUCION OBTENIDA UN ENANTIOMERO DE LA ALFA-METILBENZILAMINA EN PROPORCION DEFINIDA, Y DESPUES SE AISLA LA SAL DIASTEREOISOMERA OBTENIDA Y SE LA TRATA POR UNA SOLUCION ACIDA PARA CRISTALIZAR EL ENANTIOMERO DE LA HIDANTOINA (I).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9014487A FR2669333B1 (fr) | 1990-11-16 | 1990-11-16 | Procede de separation des enantiomeres des 5-aryl-5-alkylhydantouines. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2096066T3 true ES2096066T3 (es) | 1997-03-01 |
Family
ID=9402406
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES92900281T Expired - Lifetime ES2096066T3 (es) | 1990-11-16 | 1991-11-15 | Procedimiento de desdoblamiento de hidantoinas quirales. |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US5326878A (es) |
| EP (1) | EP0510168B1 (es) |
| JP (1) | JP3125101B2 (es) |
| AT (1) | ATE147379T1 (es) |
| AU (1) | AU9035491A (es) |
| CA (1) | CA2073762A1 (es) |
| DE (1) | DE69124088T2 (es) |
| ES (1) | ES2096066T3 (es) |
| FR (1) | FR2669333B1 (es) |
| WO (1) | WO1992008702A1 (es) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2788271B1 (fr) * | 1999-01-07 | 2001-02-09 | Rhone Poulenc Agrochimie | Nouveau procede de preparation d'aminoacides chiraux |
| WO2005090316A1 (en) * | 2004-03-12 | 2005-09-29 | Wyeth | HYDANTOINS HAVING RNase MODULATORY ACTIVITY |
| FR2927076B1 (fr) | 2008-01-31 | 2010-03-26 | Oroxcell | Derives de 2-amino-2-phenyl-alkanol, leur preparation et les compositions pharmaceutiques qui les contiennent |
| CN101255136B (zh) * | 2008-03-11 | 2011-08-17 | 武汉大学 | 5-环丙烷螺环乙内酰脲衍生物及其制备方法和应用 |
| FR2948660B1 (fr) | 2009-07-30 | 2011-08-19 | Oroxcell | Derives de 2-amino-2-phenyl-alkanol, leur preparation et les compositions pharmaceutiques qui les contiennent |
| JPWO2015037243A1 (ja) * | 2013-09-12 | 2017-03-02 | 興和株式会社 | 光学活性ヒダントイン化合物の製造方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4634713A (en) * | 1982-05-28 | 1987-01-06 | Ciba-Geigy Corporation | Antihypertensive 3-(ureidocyclohexyleneamino)propane-1,2-diol derivatives |
-
1990
- 1990-11-16 FR FR9014487A patent/FR2669333B1/fr not_active Expired - Fee Related
-
1991
- 1991-11-15 US US07/910,184 patent/US5326878A/en not_active Expired - Fee Related
- 1991-11-15 CA CA002073762A patent/CA2073762A1/fr not_active Abandoned
- 1991-11-15 WO PCT/FR1991/000906 patent/WO1992008702A1/fr not_active Ceased
- 1991-11-15 ES ES92900281T patent/ES2096066T3/es not_active Expired - Lifetime
- 1991-11-15 JP JP04500426A patent/JP3125101B2/ja not_active Expired - Fee Related
- 1991-11-15 AU AU90354/91A patent/AU9035491A/en not_active Abandoned
- 1991-11-15 EP EP92900281A patent/EP0510168B1/fr not_active Expired - Lifetime
- 1991-11-15 AT AT92900281T patent/ATE147379T1/de active
- 1991-11-15 DE DE69124088T patent/DE69124088T2/de not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ATE147379T1 (de) | 1997-01-15 |
| AU9035491A (en) | 1992-06-11 |
| FR2669333B1 (fr) | 1993-03-19 |
| WO1992008702A1 (fr) | 1992-05-29 |
| JPH05503718A (ja) | 1993-06-17 |
| DE69124088T2 (de) | 1997-07-10 |
| EP0510168B1 (fr) | 1997-01-08 |
| CA2073762A1 (fr) | 1992-05-17 |
| FR2669333A1 (fr) | 1992-05-22 |
| DE69124088D1 (de) | 1997-02-20 |
| US5326878A (en) | 1994-07-05 |
| JP3125101B2 (ja) | 2001-01-15 |
| EP0510168A1 (fr) | 1992-10-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG2A | Definitive protection |
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