US4305887A
Expired / Lapsed
US
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Process for obtaining the enantiomeric forms of 4-cyano-1-[N-methyl-N-(2'-{3",4"-dimethoxyphenyl}-ethyl)-amino]-5-methyl-4-(3',4',5'-trimethoxyphenyl)-hexane and of salts thereof
Assignee: BASF SE
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Filing: 1980-11-07
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Granted: 1981-12-15
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Expires: 2000-11-07
Abstract
Abstract A process for obtaining the enantiomeric forms of 4-cyano-1-[N-methyl-N-(2'-{3",4"-dimethoxyphenyl}-ethyl)-amino]-5-methyl-4-(3',4',5'-trimethoxyphenyl)-hexane and of its salts, in which the acid salt of the compound with an optically active form of O,O'-dibenzoyltartaric acid is first prepared, as a diastereomer mixture, by neutralizing the free base or by double decomposition of another salt of the compound, and the mixture is then separated by crystallization. Thereafter, the pure diastereomers thus obtained are converted to the free bases of the enantiomeric forms, or to salts thereof, in a conventional manner.
Inventors
- 👤 Siegfried Herrling
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 14:20
CPC Classifications
C; C07; C07C; C07C255/00
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
79 words
A process for obtaining the enantiomeric forms of 4-cyano-1-[N-methyl-N-(2'-{3",4"-dimethoxyphenyl}-ethyl)-amino]-5-methyl-4-(3',4',5'-trimethoxyphenyl)-hexane and of its salts, wherein the acid salt of the compound with an optically active form of 0,0'-dibenzoyltartaric acid is prepared, as a diastereomer mixture, by neutralizing the free base or by double decomposition of another salt of the compound, and the mixture is separated by crystallization, and the pure diastereomers thus obtained are converted in a conventional manner to the free enantiomeric forms of 4-cyano-1-[N-methyl-N-(2'-{3",4"-dimethoxyphenyl}-ethyl)-amino]-5-methyl-4-(3',4',5'-trimethoxyphenyl)-hexane or to salts thereof.
Claim 2
Dependent Claim
79 words
A process for obtaining the enantiomeric forms of 4-cyano-1-[N-methyl-N-(2'-{3",4"-dimethoxyphenyl}-ethyl)-amino]-5-methyl-4-(3',4',5'-trimethoxyphenyl)-hexane and of its salts, wherein the acid salt of the compound with an optically active form of 0,0'-dibenzoyltartaric acid is prepared, as a diastereomer mixture, by neutralizing the free base or by double decomposition of another salt of the compound, and the mixture is separated by crystallization, and the pure diastereomers thus obtained are converted in a conventional manner to the free enantiomeric forms of 4-cyano-1-[N-methyl-N-(2'-{3",4"-dimethoxyphenyl}-ethyl)-amino]-5-methyl-4-(3',4',5'-trimethoxyphenyl)-hexane or to salts thereof.
Claim 3
Dependent Claim
22 words
A process as claimed in claim 1, wherein the diastereomer mixture of the acid 0,0'-dibenzoyltartrate is prepared using isopropanol as the solvent.
Claim 4
Dependent Claim
23 words
A process as claimed in claim 1 or 2, wherein (+)-0,0'-dibenzoyl-D-tartaric acid, its hydrate or one of its mono-alkali metal salts is used.
References Cited (Backward Citations)
DE1154810B
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US3261859A
Cited
DE1158083B
Cited
GB1069921A
Cited
GB1367677A
Cited
GB1377209A
Cited
DE2059923C3
Cited
DE2059985C3
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-12-14 | 1985-06-15 | 1985-12-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-12-14 | 1989-06-15 | 1989-12-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-12-14 | 1993-06-15 | 1993-12-15 | $7700.00 | Window Closed / Lapsed |