Ideal enantiomeric resolution (preferential enrichment) by recrystallizafion of a racemic compound. V: Relationship between preferential enrichment and crystal structures

Chirality

Volumn 10, Issue 7, 1998, Pages 705-710

  Takahashi, Hiroki ^a   Tamura, Rui ^b   Ushio, Takanori ^c   Nakajima, Yoshitaka ^d   Hirotsu, Ken ^d  

^a HOKKAIDO UNIVERSITY   (Japan)

^b KYOTO UNIVERSITY   (Japan)

^c TAIHO PHARMACEUTICAL CO LTD   (Japan)

^d Osaka Prefecture University   (Japan)

Author keywords

Chiral ammonium sulfonate; Enantiomeric enrichment; Mixed crystal; Preferential enrichment; Racemic compound crystals; Reversal of chirality; Solid solution; X ray crystallography

Indexed keywords

[2 [4 (3 ETHOXY 2 HYDROXYPROPOXY)PHENYLCARBAMOYL]ETHYL]DIMETHYLAMMONIUM 4 NITROBENZENESULFONATE; [2 [4 (3 ETHOXY 3 HYDROXYPROPOXY)PHENYLCARBAMOYL]ETHYL]DIMETHYLAMMONIUM 4 TOLUENESULFONATE; SULFONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

CHIRALITY; CONFERENCE PAPER; CRYSTAL STRUCTURE; ENANTIOMER; HYDROGEN BOND; PRIORITY JOURNAL; RACEMIC MIXTURE; SYNTHESIS; X RAY CRYSTALLOGRAPHY; X RAY POWDER DIFFRACTION;

EID: 0031716313     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1520-636X(1998)10:7<705::AID-CHIR17>3.0.CO;2-3     Document Type: Conference Paper

References (6)

1. Ushio, T., Tamura, R., Takahashi, H., Azuma, N., Yamamoto, K. Unusual enantiomeric resolution phenomenon observed upon recrystallization of certain racemic crystals. Angew. Chem. Int. Ed. Engl. 35: 2372-2374, 1996.
2. Ushio, T., Tamura, R., Azuma, N., Nakamura, K., Toda, F., Kobayashi, K. Polymorphism of compound existing as both racemic compound crystals and mixed crystals of enantiomers. Mol. Cryst. Liq. Cryst. 276:245-252, 1996.
3. Tamura, R., Ushio, T., Nakamura, K., Takahashi, H., Azuma, N., Toda, F. Ideal enantiomeric resolution by recrystallization of a racemic compound. Enantiomer 2:277-280, 1997.
4. Tamura, R., Ushio, T., Takahashi, H., Nakamura, K., Azuma, N., Toda, F., Endo, K. Ideal enantiomeric resolution by recrystallization of a racemic compound. IV. Relationship between enantiomeric resolution phenomenon and crystal properties. Chirality 9:220-224, 1997.
5. Ushio, T., Yamamoto, K. High-performance liquid chromatography of enantiomers of [2-[4-(3-ethoxy-2-hydroxypropoxy)phenylcarbamoyl]-ethyl] dimethylsulfonium p-toluenesulfonate (supratast tosilate) on a cellulose tris-3,5-dimethylphenylcarbamate column. J. Chromatogr. A. 684:235-242, 1994.
6. Jacques, J., Collet, A., Wilen, S.H. Enantiomers, Racemates and Resolutions. Malabar, FL: Krieger Publishing Co, 1994:104-131.