β-Lactams on solid support: Mild and efficient removal of penicillin derivatives from Merrifield resin using aluminum chloride

Tetrahedron Letters

Volumn 38, Issue 36, 1997, Pages 6335-6338

  Mata, Ernesto G ^a  

^a Universidad Nacional de Rosario   (Argentina)

Author keywords

[No Author keywords available]

Indexed keywords

PENICILLIN DERIVATIVE;

ARTICLE; DRUG ISOLATION; DRUG SYNTHESIS; IN VITRO STUDY; STEREOCHEMISTRY; TECHNIQUE;

EID: 0030756349     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01457-3     Document Type: Article

References (24)

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2. For recent reviews on combinatorial libraries and molecular diversity, see: a) Terrett, N.K.; Gardner, M.; Gordon, D.W.; Kobylecki, R.J.; Steele, J. Tetrahedron 1995, 51, 8135-8173. b) Lowe, G. Chemical Society Reviews 1995, 24, 309-317. c) Thompson, L.A.; Ellman, J.A. Chem. Rev. 1996, 96, 555- 600. d) Patel, D.V.; Gordon, E.M. Drug Discovery Today 1996, 1, 134-144. For recent highlights, see Acc. Chem. Res. 1996, 29, No. 3.
3. For recent reviews on combinatorial libraries and molecular diversity, see: a) Terrett, N.K.; Gardner, M.; Gordon, D.W.; Kobylecki, R.J.; Steele, J. Tetrahedron 1995, 51, 8135-8173. b) Lowe, G. Chemical Society Reviews 1995, 24, 309-317. c) Thompson, L.A.; Ellman, J.A. Chem. Rev. 1996, 96, 555-600. d) Patel, D.V.; Gordon, E.M. Drug Discovery Today 1996, 1, 134-144. For recent highlights, see Acc. Chem. Res. 1996, 29, No. 3.
4. For recent reviews on combinatorial libraries and molecular diversity, see: a) Terrett, N.K.; Gardner, M.; Gordon, D.W.; Kobylecki, R.J.; Steele, J. Tetrahedron 1995, 51, 8135-8173. b) Lowe, G. Chemical Society Reviews 1995, 24, 309-317. c) Thompson, L.A.; Ellman, J.A. Chem. Rev. 1996, 96, 555- 600. d) Patel, D.V.; Gordon, E.M. Drug Discovery Today 1996, 1, 134-144. For recent highlights, see Acc. Chem. Res. 1996, 29, No. 3.
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12. 7 was used to determine resin loading. Typically, coupling was achieved with 90-100% efficiency (the above sequence was repeated for optimal coupling).
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14. 2 (3x), and finally dried in vacuo.
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17. 2 (this sequence of washing is repeated three times), and dried in vacuo.
18. 13 was used.
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20. 2).
21. Sulfoxides 8a-c were obtained in a similar way to that used for the synthesis of 4a-c, see Ref. 8.
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24. 2). Identification was achieved by comparison of these spectra with literature data (see: Belinzoni, D.U.; Setti, E.L.; Mascaretti, O.A. J. Chem. Res. (S) 1988, 176; (M) 1988, 1501 and references cited therein).