A base labile handle for solid phase organic chemistry

Tetrahedron Letters

Volumn 38, Issue 52, 1997, Pages 8933-8934

  García Echeverría, Carlos ^a  

^a NOVARTIS PHARMA AG   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ARYLSULFONIC ACID DERIVATIVE;

ARTICLE; CONTROLLED STUDY; DRUG SYNTHESIS; ORGANIC CHEMISTRY; SOLID PHASE EXTRACTION; SYNTHESIS;

EID: 0343471088     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10386-0     Document Type: Article

References (9)

1. a) Gordon, E.M.; Barrett, R.W.; Dower, W.J.; Fodor, S.P.A.; Gallop, M.A. J. Med. Chem. 1994, 37, 1233-1251;
2. b) ibid, 1385-1401.
3. Hermkens, P.H.H.; Ottenheijm, H.C.J.; Rees, D. Tetrahedron 1997, 16, 5643-5678.
4. This work rests on the ground of previously reported base labile linkers: a) Schwyzer, R.; Felder, E.; Failli, P. Helv. Chim. Acta 1984, 67, 1316-1327;
5. b) Buis, J.T.; Tesser, G.I.; Nivard, R.J. Tetrahedron 1976, 32, 2321-2325.
6. -1 (λ-410 nm) in 0.1 M p-toluenesulfonic acid.
7. Han, H.; Wolfe, M.M.; Brenner, S.; Janda, K.D. Proc. Natl. Acad. Sci. USA 1995, 92, 6419-6423.
8. All the compounds exhibited satisfactory spectral and mass data.
9. Taking into account the loading of the initial resin (MBHA-R), the amount of crude compound obtained after cleavage from the solid support and the HPLC traces, we can estimate the following overall yields: 74% (2); 65% (3); and 43% (4).