Fluorinated linkers for monitoring solid-phase synthesis using gel- phase 19F NMR spectroscopy

Tetrahedron Letters

Volumn 39, Issue 39, 1998, Pages 7193-7196

  Svensson, Anette ^a   Bergquist, Karl Erik ^a   Fex, Tomas ^b   Kihlberg, Jan ^c  

^a LUND INSTITUTE OF TECHNOLOGY   (Sweden)

^b Active Biotech Research AB   (Sweden)

^c UMEÅ UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

COUMARIN; PEPTIDE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; DRUG TRANSFORMATION; MONITORING; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SOLID PHASE EXTRACTION;

EID: 0032563855     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01541-X     Document Type: Article

References (12)

1. [1] Balkenhohl F, von dem Bussche-Hünnefeld C, Lansky A, Zechel C. Angew. Chem. Int. Ed. Engl. 1996;35:2288-2337.
2. [2] Früchtel JS, Jung G. Angew. Chem. Int. Ed. Engl. 1996;35:17-42.
3. [3] Thompson LA, Ellman JA. Chem. Rev. 1996;96:555-600.
4. [4] Fields GB, Tian Z, Barany G. Principles and Practice of Solid-Phase Peptide Synthesis. In: Grant GA, editor. Synthetic Peptides: A User's Guide. New York: Freeman WH and Company, 1992:77-183.
5. [5] Svensson A, Fex T, Kihlberg J. Tetrahedron Lett. 1996;37:7649-7652.
6. [6] Flemmer Karlsson K, Walse B, Drakenberg T, Roy S, Bergquist K-E, Pinkner JS, Hultgren SJ, Kihlberg J. Bioorg. Med. Chem., submitted .
7. [7] Sheppard RC, Williams BJ. Int. J. Peptide Protein Res. 1982;20:451-454.
8. 3F: 170.0379; found: 170.0374.
9. 3F: 198.0692; found; 198.0692.
10. 4F: 200.0484; found 200.0486.
11. F 0.0 ppm) as internal standard.
12. [12] A by-product was obtained from the double-coupled linker during cleavage of 18 from the solid phase. Separation of this by-product from 18 was difficult, underscoring the need for attaching only one equivalent of the linker to the solid phase.