메뉴 건너뛰기




Volumn 13, Issue 5, 2001, Pages 244-250

Discrimination in resolving systems. VI. Comparison of the diastereomers of deoxyephedrinium and ephedrinium 4′-fluoromandelates

Author keywords

Crystallography; Density; Diastereomers; Discrimination; Resolution; Solubility

Indexed keywords

DEOXYEPHEDRINIUM 4' FLUOROMANDELATE; EPHEDRINIUM 4' FLUOROMANDELATE; MANDELIC ACID DERIVATIVE; METHAMPHETAMINE; UNCLASSIFIED DRUG;

EID: 0035040335     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/chir.1026     Document Type: Article
Times cited : (5)

References (16)
  • 1
    • 0000519698 scopus 로고
    • Molecular recognition in model crystal complexes: The resolution of D and L amino acids
    • Gould RO, Walkinshaw MD. Molecular recognition in model crystal complexes: the resolution of D and L amino acids. J Am Chem Soc 1984;106:7840-7842.
    • (1984) J Am Chem Soc , vol.106 , pp. 7840-7842
    • Gould, R.O.1    Walkinshaw, M.D.2
  • 2
    • 37049082903 scopus 로고
    • Pseudosymmetry and chiral discrimination in optical resolution via diastereoisomeric salt formation. the crystal structures of (R)- And (S)-N-methylamphetamine bitartrates
    • Fogassy E, Acs M, Faigl F, Simon K, Rohontcy J, Ecsery Z. Pseudosymmetry and chiral discrimination in optical resolution via diastereoisomeric salt formation. The crystal structures of (R)- and (S)-N-methylamphetamine bitartrates. J Chem Soc Perkin Trans. 1986;2: 1881-1886.
    • (1986) J Chem Soc Perkin Trans. , vol.2 , pp. 1881-1886
    • Fogassy, E.1    Acs, M.2    Faigl, F.3    Simon, K.4    Rohontcy, J.5    Ecsery, Z.6
  • 3
    • 33847594495 scopus 로고
    • Atomic and molecular structures of the diastereomeric α-phenylethylammonium α-phenylacetates
    • Brianso PM-C. Atomic and molecular structures of the diastereomeric α-phenylethylammonium α-phenylacetates. Acta Crystallogr 1976;B32: 30-10.
    • (1976) Acta Crystallogr , vol.B32 , pp. 30-110
    • Brianso, P.M.-C.1
  • 4
    • 0001496799 scopus 로고
    • Chiral discrimination in the structures and energetics of association of stereoisomeric salts of mandelic acid with α-phenylethylamine, ephedrine, and pseudoephedrine
    • Zingg SP, Arnett EM, McPhail AT, Bothner-By AA, Gilkerson WR. Chiral discrimination in the structures and energetics of association of stereoisomeric salts of mandelic acid with α-phenylethylamine, ephedrine, and pseudoephedrine. J Am Chem Soc 1988;110:1565-1580.
    • (1988) J Am Chem Soc , vol.110 , pp. 1565-1580
    • Zingg, S.P.1    Arnett, E.M.2    McPhail, A.T.3    Bothner-By, A.A.4    Gilkerson, W.R.5
  • 5
    • 0027067053 scopus 로고
    • Discrimination in resolving systems: Ephedrine - Mandelic acid
    • Valente EJ, Zubkowski J, Eggleston DS. Discrimination in resolving systems: ephedrine - mandelic acid. Chirality 1992;4:494-504.
    • (1992) Chirality , vol.4 , pp. 494-504
    • Valente, E.J.1    Zubkowski, J.2    Eggleston, D.S.3
  • 6
    • 0000146106 scopus 로고
    • Optical resolution through diastereomeric salt formation: The crystal structures of cinchoninium (R)-mandelate and cinchoninium (S)-mandelate at low temperature
    • Larsen S, deDiego HL, Kozma D. Optical resolution through diastereomeric salt formation: the crystal structures of cinchoninium (R)-mandelate and cinchoninium (S)-mandelate at low temperature. Acta Crystallogr. 1993;B49:310-316.
    • (1993) Acta Crystallogr. , vol.B49 , pp. 310-316
    • Larsen, S.1    Dediego, H.L.2    Kozma, D.3
  • 7
    • 37049075985 scopus 로고
    • The role of solvates in optical resolution. a study of the diastereoisomeric salts formed from enantiomeric 2-amino-2-phenylethanol and (R)-mandelic acid, their crystal structures and physico-chemical properties
    • Larsen S, Kozma D, Acs M. The role of solvates in optical resolution. A study of the diastereoisomeric salts formed from enantiomeric 2-amino-2-phenylethanol and (R)-mandelic acid, their crystal structures and physico-chemical properties. J Chem Soc Perkin Trans 1994; 2:1091-1096.
    • (1994) J Chem Soc Perkin Trans , vol.2 , pp. 1091-1096
    • Larsen, S.1    Kozma, D.2    Acs, M.3
  • 8
    • 0029583765 scopus 로고
    • Discrimination in resolving systems. II. Ephedrine-substituted mandelic acids
    • Valente EJ, Miller CW, Zubkowski J, Eggleston DS, Shui X. Discrimination in resolving systems. II. Ephedrine-substituted mandelic acids. Chirality 1995;7:652-676.
    • (1995) Chirality , vol.7 , pp. 652-676
    • Valente, E.J.1    Miller, C.W.2    Zubkowski, J.3    Eggleston, D.S.4    Shui, X.5
  • 9
    • 84987108847 scopus 로고
    • Towards a rational design of resolving agents. III. Structural study of two pairs of diastereomeric salts of ephedrine and a cyclic phosphoric acid
    • Leusen FJJ Bruins Slot, HJ, Noordik JH, van der Haest AD, Wynberg H, Bruggink A. Towards a rational design of resolving agents. III. Structural study of two pairs of diastereomeric salts of ephedrine and a cyclic phosphoric acid. Rec Trav Chim Pays-Bas 1991;110:13-18.
    • (1991) Rec Trav Chim Pays-Bas , vol.110 , pp. 13-18
    • Leusen, F.J.J.1    Bruins Slot, H.J.2    Noordik, J.H.3    Van Der Haest, A.D.4    Wynberg, H.5    Bruggink, A.6
  • 10
    • 14844305977 scopus 로고
    • Towards a rational design of resolving agents. IV. Crystal packing analyses and molecular mechanics calculations for five pairs of diastereomeric salts of ephedrine and a cyclic phosphoric acid
    • Leusen JJ, Slot HJB, Noordik JH, van der Haest AD, Wynberg H, Bruggink A. Towards a rational design of resolving agents. IV. Crystal packing analyses and molecular mechanics calculations for five pairs of diastereomeric salts of ephedrine and a cyclic phosphoric acid. Rec Trav Chim. Pays-Bas 1992;111:111-118.
    • (1992) Rec Trav Chim. Pays-Bas , vol.111 , pp. 111-118
    • Leusen, J.J.1    Slot, H.J.B.2    Noordik, J.H.3    Van Der Haest, A.D.4    Wynberg, H.5    Bruggink, A.6
  • 11
    • 0004997967 scopus 로고    scopus 로고
    • A study of the diastereomeric mandelate salts of cinchonidine and the relation to their quasidiastereomeric analogs
    • Gerlov A, Larsen S. A study of the diastereomeric mandelate salts of cinchonidine and the relation to their quasidiastereomeric analogs. Acta Crystallogr 1997;B53:708.
    • (1997) Acta Crystallogr , vol.B53 , pp. 708
    • Gerlov, A.1    Larsen, S.2
  • 12
    • 84987063142 scopus 로고
    • Towards a rational design of resolving agents. II. Correlation between resolution results and physical properties of diastereomeric salts
    • van der Haest AD, Wynberg H, Leusen FJJ, Bruggink A. Towards a rational design of resolving agents. II. Correlation between resolution results and physical properties of diastereomeric salts. Rec Trav Chim Pays-Bas 1990;109:523-528.
    • (1990) Rec Trav Chim Pays-Bas , vol.109 , pp. 523-528
    • Van Der Haest, A.D.1    Wynberg, H.2    Leusen, F.J.J.3    Bruggink, A.4
  • 13
    • 0000347853 scopus 로고
    • A study of two polymorphic modifications of (S)-1- Phenylethylammonium (S)-mandelate and the structural features of diastereomeric mandelate salts
    • Larsen S, deDiego HL. A study of two polymorphic modifications of (S)-1- phenylethylammonium (S)-mandelate and the structural features of diastereomeric mandelate salts. Acta Crystallogr 1993;B49:303-309.
    • (1993) Acta Crystallogr , vol.B49 , pp. 303-309
    • Larsen, S.1    Dediego, H.L.2
  • 14
    • 84977253365 scopus 로고
    • Zur Kenntnis des Terpene und der ätherischen Oele
    • Wallach O. Zur Kenntnis des Terpene und der ätherischen Oele. Liebigs Ann Chem 1895;286:90-143.
    • (1895) Liebigs Ann Chem , vol.286 , pp. 90-143
    • Wallach, O.1
  • 15
    • 0000602940 scopus 로고
    • On the validity of Wallach's rule: On the density and stabilty of racemic crystals compared with their chiral counterparts
    • Brock CP, Schweizer WB, Dunitz JD. On the validity of Wallach's rule: on the density and stabilty of racemic crystals compared with their chiral counterparts. J Am Chem Soc 1991;113:9811-9820.
    • (1991) J Am Chem Soc , vol.113 , pp. 9811-9820
    • Brock, C.P.1    Schweizer, W.B.2    Dunitz, J.D.3
  • 16
    • 84982057420 scopus 로고
    • The Taxus alkaloids. III. the optical activity of the β-aminohydrocinnamic acids and their N-methyl derivatives
    • Graf E, Boedekker H. The Taxus alkaloids. III. The optical activity of the β-aminohydrocinnamic acids and their N-methyl derivatives. Liebigs Ann Chem 1958;613:111-120.
    • (1958) Liebigs Ann Chem , vol.613 , pp. 111-120
    • Graf, E.1    Boedekker, H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.