PhFl acetic acid: A new linker for solid phase organic synthesis

Tetrahedron Letters

Volumn 39, Issue 26, 1998, Pages 4591-4594

  Bleicher, Konrad H ^a   Wareing, James R ^a  

^a NOVARTIS PHARMA AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

9 PHENYLFLUOREN 9 YL DERIVATIVE; ACETIC ACID; PEPTIDE; UNCLASSIFIED DRUG;

AMINO ACID ANALYSIS; ARTICLE; CHEMICAL ANALYSIS; DRUG PURIFICATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; IMMOBILIZATION; MASS SPECTROMETRY; PROTEIN STRUCTURE; PROTON NUCLEAR MAGNETIC RESONANCE; SOLID PHASE EXTRACTION; SYNTHESIS;

EID: 0032565846     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00846-6     Document Type: Article

References (15)

1. 1. Hermkens, P.H.H.; Ottenheijm, H.C.J; Rees D. Tetrahedron, 1997, 53, 5643, Hermkens, P.H.H.; Ottenheijm, H.C.J; Rees D. Tetrahedron, 1996, 52, 4527
2. 1. Hermkens, P.H.H.; Ottenheijm, H.C.J; Rees D. Tetrahedron, 1997, 53, 5643, Hermkens, P.H.H.; Ottenheijm, H.C.J; Rees D. Tetrahedron, 1996, 52, 4527
3. 2. Balkenhohl, F.; von dem Bussche-Hünnefeld, C.; Lansky, A.; Zechel, C. Angew. Chem. Int. Ed. Engl., 1996, 35, 2288
4. rd European Peptide Symposium (Ed.: H.L.S. Maia) Escom, Leiden, 1995, p.201
5. rd European Peptide Symposium (Ed.: H.L.S. Maia) Escom, Leiden, 1995, p.201
6. 4. Gerspacher, M.; Rapoport, H. J. Org. Chem. 1991, 56, 3700
7. 2O under reflux for 16h. A crystalline solid was obtained in 86% yield. The final product and all intermediates were analyzed by TLC, MS and NMR.
8. 2 the supports were dried under vacuum (overnight).
9. 7. Albericio, F.; Barany, G. Int. J. Peptide Protein Res., 1987, 30, 206
10. 8. Maeji, N.J.; Valerio, R.M.; Bray A.M.; Campbell, R.A.; Geysen, H.M. Reactive Polymers, 1994, 22, 203
11. 2 for 16h at RT.
12. 2 (×3) the compound was cleaved with 95% TFA for 16h.
13. 2 (3 × each).
14. 12. Maranzik, A.L.; Felder, E.R. Tetrahedron Lett., 1996, 37, 1003
15. 2/MeOH (9:1) for 2h. For Suzuki coupling on solid support see also: Frenette, R.; Friesen, R.W. Tetrahedron Lett., 1994, 35, 9177