Resolution of racemic 1,3-disubstituted propanols by (R,R)-di-(4-toluoyl)-tartaric acid: Similar conditions for similar structures

Tetrahedron Asymmetry

Volumn 7, Issue 6, 1996, Pages 1589-1590

  Gizur, Tibor ^a   Péteri, Imre ^a   Harsányi, Kálmán ^a   Fogassy, Elemér ^b  

^a GEDEON RICHTER LTD   (Hungary)

^b BUDAPEST UNIVERSITY OF TECHNOLOGY AND ECONOMICS   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

1 (1,1' BIPHENYL 4 YL) 3 [4 (4 FLUOROPHENYL)PIPERAZIN 1 YL] 1 PROPANOL; 1 [4 (4 CHLOROBENZYL)PHENYL] 3 (4 PHENYL 1,2,3,6 TETRAHYDROPYRIDIN 1 YL) 1 PROPANOL; NEUROLEPTIC AGENT; PROPRANOLOL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; RACEMIC MIXTURE; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0029977151     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00188-7     Document Type: Article

References (21)

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2. b: Stinson, S.C.: C & EN. 1995 October 9, 44
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5. c: Kozma, D.; Pokol, Gy.; Ács, M. J. Chem. Soc. Perkin Trans.2., 1992, 435;
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8. f: Larsen, S.; Kozma, D.; Ács, M. J. Chem. Soc. Perkin Trans. 2., 1994, 1091;
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10. h: Fogassy, E.; Kozma, D. Tetrahedron Lett., 1995, 36, 5069
11. a: Fogassy, E.; Lopata, A.; Faigl, F.; Darvas, F.; Ács, M; Toke, L. Tetrahedron Lett., 1980, 21, 647
12. b: Leusen, F. J. L.; Noordik, J. H.; Karfunkel, H. R. Tetrahedron, 1993, 49, 5377
13. Gizur, T.; Kiss, B.; Harsányi, K.; Kárpáti, E.; Pálosi, É.; Gere, A.; Lapis, E.; Laszlovszky, L.; Szabó, S.; Szpomy, L. Eur. J. Med. Chem., 1994, 29, 349
14. Gizur, T.; Sarkadi, Á.; Elekes, O.; Harsányi, K.; Szporny, L. Med. Chem. Res., 1993, 3, 545
15. 3a
16. D = -26 (c=1 methanol).
17. 9 The other enantiomer separated from the mother liquor Yield: 0.21 g (87.7%) (+)-1; mp: 160-4°C; [α]20 = +30 (c=1 methanol). The optical rotations were measured on a Perkin Elmer 241 polarimeter.
18. The specific rotation has not been improved by further recrystalization, this value were considered as specific rotation of the enantiomerically pure compound.
19. a: Winther, C. Chem. Ber., 1895, 28, 3000;
20. b: Collet, A.; Jacques, J. Bull. Soc. Chim Fr., 1972, 3857;
21. c: Collet, A.; Jacques, J. Bull. Soc. Chim. Fr., 1973, 3330