GB1039969A - Process for the production of optically-active hydantoin derivatives - Google Patents
Process for the production of optically-active hydantoin derivativesInfo
- Publication number
- GB1039969A GB1039969A GB516665A GB516665A GB1039969A GB 1039969 A GB1039969 A GB 1039969A GB 516665 A GB516665 A GB 516665A GB 516665 A GB516665 A GB 516665A GB 1039969 A GB1039969 A GB 1039969A
- Authority
- GB
- United Kingdom
- Prior art keywords
- optically
- methylhydantoin
- carbon atoms
- hydantoin derivatives
- optically active
- 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
Links
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
- C07D233/76—Two oxygen atoms, e.g. hydantoin with substituted hydrocarbon radicals attached to the third ring carbon atom
- C07D233/78—Radicals substituted by oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Racemic hydantoin derivatives of the general formula <FORM:1039969/C2/1> wherein R1 and R2 may be the same or different and represent hydrogen atoms, alkyl radicals containing up to three carbon atoms, aralkyl radicals or acyl radicals derived from carboxylic acids; and of the formula <FORM:1039969/C2/2> are resolved into optically active isomers by recrystallization from an optically-active dialkyl (particularly di-isopropyl) ester of tartaric acid, in which the alkyl groups contain 1 to 6 carbon atoms, preferably in the presence of an inert non-optically active diluent. Specified diluents are aliphatic, cycloaliphatic and aromatic hydrocarbons; lower aliphatic alcohols and cyclohexanol; ketones; carboxylic esters, dimethyl sulphoxide and dimethyl formamide. The resolution of DL-5-(31,41-methylene dioxybenzyl)-5-methylhydantoin into the D and L forms is described in the examples. L - a - Methyl - b - (3,4 - dihydroxyphenyl) - a - alanine, a known blood pressure depressant, is obtained from DL-5-(31,41-dihydroxybenzyl)-5-methylhydantoin by application of the above process followed by hydrolysis of the isolated L-isomer.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF41917A DE1216879B (en) | 1964-02-05 | 1964-02-05 | Process for the preparation of optically active hydantoin derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1039969A true GB1039969A (en) | 1966-08-24 |
Family
ID=7098862
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB516665A Expired GB1039969A (en) | 1964-02-05 | 1965-02-05 | Process for the production of optically-active hydantoin derivatives |
Country Status (7)
| Country | Link |
|---|---|
| AT (1) | AT250986B (en) |
| BE (1) | BE659315A (en) |
| CH (1) | CH439305A (en) |
| DE (1) | DE1216879B (en) |
| FR (1) | FR1425595A (en) |
| GB (1) | GB1039969A (en) |
| NL (1) | NL6501504A (en) |
-
1964
- 1964-02-05 DE DEF41917A patent/DE1216879B/en active Pending
-
1965
- 1965-02-03 CH CH146465A patent/CH439305A/en unknown
- 1965-02-04 AT AT98265A patent/AT250986B/en active
- 1965-02-05 FR FR4611A patent/FR1425595A/en not_active Expired
- 1965-02-05 BE BE659315D patent/BE659315A/xx unknown
- 1965-02-05 NL NL6501504A patent/NL6501504A/xx unknown
- 1965-02-05 GB GB516665A patent/GB1039969A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR1425595A (en) | 1966-01-24 |
| NL6501504A (en) | 1965-08-06 |
| DE1216879B (en) | 1966-05-18 |
| CH439305A (en) | 1967-07-15 |
| BE659315A (en) | 1965-08-05 |
| AT250986B (en) | 1966-12-12 |
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